ACS-Style Presentation - Department of Chemistry
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Chemistry 8322 March 15, 2020
Advanced Organic Chemistry T. R. Hoye
ACS-Style Presentation
The goal of the following exercise is to give you practice at organizing, preparing, and delivering an oral
presentation in the 15/5 minute presentation/discussion format commonly used at regional and national
meetings of the American Chemical Society. Additionally, you will gain experience working with a
partner and all of us, your audience, will learn from what your team teaches us in your presentations.
• Presentations will be given on Saturdays, April 11 and April 18 (from ca. 10:00 am to ca. 3:00 pm)
in Smith 331.
• There are 24 8322 students and each of you will make a presentation. I expect and collectively we will
appreciate your full attendance at all of the presentations, unless you have a pre-existing conflict (e.g.,
the MIKI meeting on April 18 for the Medicinal Chemistry students).
• All abstracts will be due in class on Monday, April 6.
Casey and I have identified 12 recent publications; each reporting a natural product total synthesis. You should begin
by digesting the information in the paper we have assigned to you. Each team of two will then need to decide how to
logically present that body of work. You do not have to be comprehensive in your coverage of the work in that
primary publication. You should consult leading references within your assigned paper and/or other resources to
complete your understanding of background information and to present some of that information and understanding
if it is essential or pedagogically enlightening for your audience’s understanding. Your team should submit two
abstracts, one for each of your intended presentations, using a standard ACS abstract format. For an example of an
effective abstract, see the one pasted at the bottom of the next page. The pair of you will present the content of the
publication in a pair of back-to-back presentations. Make sure that you work together to prepare each of the abstracts
and each of the two oral presentations. Each abstract should clearly reflect the content and clearly specify the order
in which each of the presentations will be given. Each presentation should be carefully planned for effective delivery
in 15 minutes. This will be followed by an ~5 minute question, answer, and discussion period with your audience
(i.e., the rest of us). This process will be repeated for the following presentation(s).
Here are leads to good guidelines (“Ten Simple Rules for Making Good Oral Presentations” and “Effective
Presentations—A Must”) to keep in mind as you are preparing your presentation:
http://www.ploscompbiol.org/article/info:doi/10.1371/journal.pcbi.0030077
https://onlinelibrary.wiley.com/doi/full/10.1002/anie.201209795
You will not learn which member of your team is giving which presentation until just prior to your start. Thus, you
must work in cooperation with your colleague to understand all aspects of your Topic and to prepare the abstracts
and presentations. You should also coach and critique one another on the delivery of the presentations themselves.
In other words, each member of each pair will need to be prepared to give either of the presentations and to field
relevant questions. You should prepare a set of PowerPoint slides (typically, ~20) for use during each of the
presentations. Schemes published in papers contain too dense of a set of information for effective delivery in an
oral presentation. You should prepare your slides "from scratch" using ChemDraw and PowerPoint. Again, let me
emphasize: Do not plan a pair of presentations that can be delivered in either order—you will be downgraded for
that approach. I want both team members to work together and each person to be prepared to give either talk.Chemistry 8322 T. R. Hoye March 15, 2020
Each presentation will be evaluated by Casey and me as follows:
• the abstracts 20 %*
• the presentation (clarity, understanding, delivery, pedagogy, enthusiasm) 50 %**
• the fielding of relevant questions 10 %**
• the slide quality (layout, clarity, effectiveness, consistency) 20 %*
* one grade per team
** one grade per delivering co-author
Below is an example of an abstract you can use as a model (use a field of 6" wide by 4" high and Arial 11
point font with fixed 14 pt line spacing). For printed Word documents use the ChemDraw settings found
in the "ACS Document" ChemDraw stationary file and reduce the size of that graphic to 80% after you
have imported it into the Word document. The title of each pair of abstracts from each team should have
the form: “1. Description of Content of the First Presentation” and “2. Description of Content of the
Second Presentation.” For the purpose of this presentation exercise, enter your own names [both on each
abstract] and local affiliations here at the UMN even though you didn’t actually do the research. Include
the citation to the primary article(s) on which you are reporting at the bottom of one or both abstracts and,
again, early in your set of presentation slides. Submit your team’s two Abstracts as a one-page Word
document via an email attachment to Casey (ritts009@umn.edu) by 11 am, Monday April 6.
1. Catalytic Asymmetric Synthesis of (+)-Geissoschizine: Support Studies and the
Early Phase of the Total Synthesis
Coauthor A. Name and Coauthor B. Name. Department of X, University of Y, City, State, ZIP
The major alkaloid constituent of Geissospermum vellosii, geissoschizine (1) occupies a unique
position among monoterpene indole alkaloids, serving as the biogenetic progenitor to most of
them. Our interest in accomplishing biomimetic syntheses of certain families of these alkaloids
motivated us to develop an efficient synthesis of geissoschizine. In this talk, we will describe a
concise, … A key chemoselective Noyori asymmetric transfer hydrogenation of 1-(3-
phenylselenopropyl)-dihydro-β-carboline (2) has proven central to the success of our studies.
H N
N
N H
H N
Me H
MeO
OH PhSe
O
1 2
2. Catalytic Asymmetric Synthesis of (+)-Geissoschizine: Completion of the Total
Synthesis
Coauthor A. Name and Coauthor B. Name. Department of X, University of Y, City, State, ZIP
Blah, blah, blah. (ACS permits a maximum of 2500 characters and a graphic counts as 560)
A second relevant graphic.Chemistry 8322 T. R. Hoye March 15, 2020
The Teams
A. Moyosore Orimoloye Erin Plasek
B. Yutong Liu Rachel Rapagnani
C. Emily Prebihalo Channing Klein
D. Rui Shi Paul Kevorkian
E. Freddys Rodriguez Alex Petre
F. Tsung-Yun Wong Chris Lasalle
G. Matthew Lindell Josiah Nisly
H. William Rears Jenna Humke
I. Jacob Sawyer Allen Nguyen
J. Kate Rynders Niklas Kraemer
K. Jared Anderson Brian Karl
L. Hannah Lemke Dorian Sneddon
The Publications/Syntheses
A. Nineteen–Step Total Synthesis of (+)–Phorbol
Shuhei Kawamura, Hang Chu, Jakob Felding, Phil S. Baran*
Nature 2016, 532, 90–93.
B. Total Synthesis of Solanoeclepin A
Keiji Tanino*, Motomasa Takahashi, Yoshihide Tomata, Hiroshi Tokura, Taketo Uehara, Takashi
Narabu, Masaaki Miyashita*
Nature Chemistry 2011, 3, 484-488.
C. Total Synthesis of the Complex Taxane Diterpene Canataxpropellane
Fabian Schneider, Konstantin Samarin, Simone Zanella, Tanja Gaich*
Science 2020, 367, 676–681.Chemistry 8322 T. R. Hoye March 15, 2020
D. A Modular and Enantioselective Synthesis of the Pleuromutilin Antibiotics
Stephen K. Murphy, Mingshuo Zeng, Seth B. Herzon*
Science 2017, 356, 956–959.
E. Total Synthesis of the Daphniphyllum Alkaloid Daphenylline
Zhaoyong Lu, Yong Li, Jun Deng, Ang Li*
Nature Chemistry 2013, 5, 679–684.
F. Enantioselective Synthesis of an Ophiobolin Sesterterpene via a Programmed Radical Cascade
Zachary G. Brill, Huck K. Grover, Thomas J. Maimone*
Science 2016, 352, 1078–1082.
G. A 16–step Synthesis of the Isoryanodane Diterpene (+)–Perseanol
Arthur Han, Yujia Tao, Sarah E. Reisman*
Nature 2019, 573, 563–567.
H. Network–Analysis–Guided Synthesis of Weisaconitine D and Liljestrandinine
C. J. Marth, G. M. Gallego, J. C. Lee, T. P. Lebold, S. Kulyk, K. G. M. Kou, J. Qin, R. Lilien,
R. Sarpong*
Nature 2015, 28, 493–498.
I. Concise Asymmetric Synthesis of (−)–Bilobalide
Meghan A. Baker, Robert M. Demoret, Masaki Ohtawa, Ryan A. Shenvi*
Nature 2019, 575, 643–646.
J. Quaternary–Centre–Guided Synthesis of Complex Polycyclic Terpenes
Pengfei Hu, Hyung Min Chi, Kenneth C. DeBacker, Xu Gong, Jonathan H. Keim, Ian Tingyung Hsu,
Scott A. Snyder*
Nature 2019, 569, 703–707.
K. and (–)–Jorumycin Enabled by Asymmetric Catalysis
Eric R. Welin, Aurapat Ngamnithiporn, Max Klatte, Guillaume Lapointe, Gerit M. Pototschnig,
Martina S. J. McDermott, Dylan Conklin, Christopher D. Gilmore, Pamela M. Tadross, Christopher
K. Haley, Kenji Negoro, Emil Glibstrup, Christian U. Grünanger, Kevin M. Allan, Scott C. Virgil,
Dennis J. Slamon*, Brian M. Stoltz*
Science 2019, 363, 270–275.
L. Total Synthesis of Bryostatin 16 using Atom–Economical and Chemoselective Approaches
Barry M. Trost* & Guangbin Dong
Nature 2008, 456, 485–488.Chemistry 8322 T. R. Hoye March 15, 2020
ACS-Style Presentation Schedule: 331 Smith Hall (or Zoom?)
Saturday, April 11, 2020 (12 presentations (6 teams))
10:00 - 10:20 am Team L Hannah Lemke and Dorian Sneddon
10:20 - 10:40 am Bryostatin 16
10:40 - 11:00 am Team J Kate Rynders and Niklas Kraemer
11:00 - 11:20 am Quaternary Center Targets
11:20 - 11:40 am Team H Will Rears and Jenna Humke
11:40 – 12:00 Weisaconitine D and Liljestrandinine
Break (40 min)
12:40 - 1:00 pm Team F Tsung-Yun Wong and Chris Lasalle
1:00 - 1:20 pm Ophiobolin
1:20 - 1:40 pm Team D Rui Shi and Paul Kevorkian
1:40 - 2:00 pm Pleuromutilin
2:00 - 2:20 pm Team B Yutong Liu and Rachel Rapagnani
2:20 - 2:40 pm Solanoeclepin A
Saturday, April 18, 2020 (12 presentations (6 teams))
10:00 - 10:20 am Team K Jared Anderson and Brian Karl
10:20 - 10:40 am Jorunnamycin A and Jorumycin
10:40 - 11:00 am Team I Jacob Sawyer and Allen Nguyen
11:00 - 11:20 am Bilobalide
11:20 - 11:40 am Team G Matthew Lindell and Josiah Nisly
11:40 – 12:00 Perseanol
Break (40 min)
12:40 - 1:00 pm Team E Freddys Rodriguez and Alex Petre
1:00 - 1:20 pm Daphenylline
1:20 - 1:40 pm Team C Emily Prebihalo and Channing Klein
1:40 - 2:00 pm Canataxpropellane
2:00 - 2:20 pm Team A Moyosore Orimoloye and Erin Plasek
2:20 - 2:40 pm PhorbolChemistry 8322 T. R. Hoye March 15, 2020
ACS-Style Presentation Evaluation
April 11, 2020
(for Hoye and Ritts use)
A. the abstract 20%*
B. the presentation (clarity, understanding, pedagogy, enthusiasm) 50%**
C. the fielding of relevant questions 10%**
D. the slide quality (layout, clarity, effectiveness, consistency) 20%*
Assign each person's presentation either a +++, ++, or + for each of the four categories.
Presenter A. Abstract* B. Presentation** C. Questions** D. Slides*
20 points 50 points 10 points 20 points
Hannah Lemke
Dorian Sneddon
Kate Rynders
Niklas Kraemer
Will Rears
Jenna Humke
Tsung-Yun Wong
Chris Lasalle
Rui Shi
Paul Kevorkian
Yutong Liu
Rachel Rapagnani
* one grade per team
** one grade per delivering co-presenterChemistry 8322 T. R. Hoye March 15, 2020
ACS-Style Presentation Evaluation
April 18, 2020
(for Hoye and Ritts use)
A. the abstract 20%*
B. the presentation (clarity, understanding, pedagogy, enthusiasm) 50%**
C. the fielding of relevant questions 10%**
D. the slide quality (layout, clarity, effectiveness, consistency) 20%*
Assign each person's presentation either a +++, ++, or + for each of the four categories.
Presenter A. Abstract* B. Presentation** C. Questions** D. Slides*
20 points 50 points 10 points 20 points
Jared Anderson
Brian Karl
Jacob Sawyer
Allen Nguyen
Matthew Lindell
Josiah Nisly
Freddys Rodriguez
Alex Petre
Emily Prebihalo
Channing Klein
Moyosore Orimoloye
Erin Plasek
* one grade per team
** one grade per delivering co-presenterYou can also read
