Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5272637 | Tetrahedron Letters | 2013 | 4 Pages |
Abstract
2-Substituted amidyl radicals derived from 8a-d and 9a-d undergo acyl mode 5-exo-trig cyclisation to give 3,5-trans pyrrolidinones 11a-d and 14a-d as the major products in low diastereoselectivity (de = 9-36%). The steric nature of the nitrogen substituent attached to the amidyl radical does not have a significant effect on selectivity. The stereochemical outcome is opposite to that expected based upon applying the Beckwith rule.
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Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Andrew J. Clark, Robert P. Filik, Gerard H. Thomas, John Sherringham,