TitleCatalytic asymmetric synthesis of glutamate analogues.
Publication TypeJournal Article
Year of Publication2004
AuthorsBurkhart, DJ, McKenzie, AR, Nelson, JK, Myers, KI, Zhao, X, Magnusson, KR, Natale, NR
JournalOrganic letters
Volume6
Issue8
Pagination1285-8
Date Published2004 Apr 15
KeywordsTemperature
Abstract

Utilizing our lateral metalation coupled with Jacobsen's catalytic asymmetric amino nitrile synthesis, we have demonstrated the ability to synthesize isoxazole-containing amino acid glutamate analogues in high yield and high enantiomeric excesses. Chiral centers alpha or beta at the C-5 position do not detract from diastereoselectivity of the Jacobsen-Strecker reaction. [reaction: see text]

DOI10.1021/ol049619m