Copies of assigned papers and questions for discussion are distributed in class. In some cases, a modified version of the paper containing markups, comments, and additional questions will be emailed to you – please examine this version on your computer. The following links provide access to the original paper (no markups) and my questions/instructions for discussion.
2010 Papers
- Paper 1 – (discuss W, Jan 27) Diastereoselective Diels-Alder Reactions of a Novel Cyclopropenyl-Containing Chiral Auxiliary, OL, 2007, 5167 | Questions for discussion | Online article
- Paper 2 – (discuss first half W, Feb 3; discuss second half W, Feb 10) Understanding the Participation of Quadricyclane as Nucleophile in Polar [2σ + 2σ + 2π] Cycloadditions toward Electrophilic π Molecules, JOC, 2008, 73, 8791 | Questions for discussion + glossary | Online article
- Paper 3 (discuss F, Feb 19) – Stereoselectivity Control by Torsional Steering in an Intramolecular Diels-Alder Reaction of Vinyl Oxocarbenium Ions, OL, 2006, 3469 | Instructions for discussion | Online article
- Paper 4 (discuss F, Feb 26) – Modeling Chemical Reactivity. 1. Regioselectivity of Diels-Alder Cycloadditions of Electron-Rich Dienes with Electron-Deficient Dienophiles, JACS, 1986, 108, 7381 | Instructions: only read to “Application of Reactivity Models…” p. 7388 | Online article
- Paper 5 (discuss W, Mar 31) – Synthesis of Tertiary α-Hydroxy Acids by Silylene Transfer to α-Keto Esters, OL, 2007, 9, 4651 | Instructions for discussion | Online article
- Paper 6 (discuss W, Apr 7) – Asymmetric [4 + 3] Cycloadditions between Benzofuranyldiazoacetates and Dienes: Formal Synthesis of (+)-Frondosin B, OL, 2008, 10, 573 | Instructions for pre-class assignment | Online article

7 comments
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March 26, 2009 at 12:42 am
Ian MacDonald
I am having difficulty finding the NMR spectra for compound 3. The synthesis lists the spectral data, but when you scroll down to the “selected spectra” there is not one for 3.
March 26, 2009 at 5:59 pm
C. Bailey
if you go to the experimental section where they write up the syntheses of each compound they list spectral data. I found the spectra data for compound 3 there.
March 26, 2009 at 6:02 pm
Alan
Ian – I don’t see “selected spectra” Are you looking at the Supporting Info file (48 pages)? I had no problem finding data for compound 3 in the Supporting Info, page S-5.
March 26, 2009 at 7:05 pm
Ian MacDonald
I found the spectral data, chem shift and splitting patterns and what-not, however the instructions say to look at the NMR spectra itself, that is what I cannot find.
March 26, 2009 at 8:05 pm
Alan
I think I understand. Just use the data listed on page S-5. The Supporting Info doesn’t contain physical copies of any of the spectra for compound 3.
March 27, 2009 at 2:33 am
Ian MacDonald
Okay, cool. Thanks
February 16, 2010 at 12:26 am
Paper #3 – Instructions for analyzing transition state models « Chemistry 324 – Spring 2010
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