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Unformatted text preview: Chemistry 634: Advanced Organic Chemistry Synthesis and Reactivity Fall 2011, University of Delaware Prof. Donald Watson Problem Set 4 Due Beginning of Class 11/3/10 You may work in groups, unless otherwise noted. No not try to fit answers on these pages, use separate paper. 1) Please evaluate the asymmetric reaction (eq 1) reported by Ellman (ACIE, 2008 , 47, 5623) for the synthesis of each of the products shown below. How good of a match is each product to the reaction and does the disconnection provide a likely solution to making the product. Please list all factors that might effect the outcome for each particular reaction. If you do not think the product will likely result from the reaction, can you find other reaction with better president that is more likely to lead to the product cleanly? 2) In metalloenamine alkylation, only the syn product (and not the anti) is observed, though in theory both should be possible. This likely results from the stability of the metalloenamines, as theory both should be possible....
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- Fall '08
- Organic chemistry