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Indene-based thiazolidinethione chiral auxiliary for propionate and acetate aldol additions.

Authors
  • Osorio-Lozada, Antonio
  • Olivo, Horacio F
Type
Published Article
Journal
Organic Letters
Publisher
American Chemical Society
Publication Date
Feb 21, 2008
Volume
10
Issue
4
Pages
617–620
Identifiers
DOI: 10.1021/ol702980p
PMID: 18205374
Source
Medline
License
Unknown

Abstract

An indene-based thiazolidinethione chiral auxiliary was prepared in two steps from trans-1-amino-2-indanol. Chlorotitanium enolates of this chiral auxiliary delivered excellent diastereoselectivities in propionate and acetate aldol additions. The chiral auxiliary was easily removed to deliver several valuable functionalities.

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