Asymmetric bromination-aldolization of chiral acetate titanium enolate derived from thioimide. A general approach to the synthesis of enantiopure alpha-bromo-beta-hydroxy carboxylic acids.

Authors
Wang, YC Su, DW Lin, CM Tseng, HL Li, CL Yan, TH
Citation
Yc. Wang et al., Asymmetric bromination-aldolization of chiral acetate titanium enolate derived from thioimide. A general approach to the synthesis of enantiopure alpha-bromo-beta-hydroxy carboxylic acids., TETRAHEDR L, 40(18), 1999, pp. 3577-3580
Citations number
14
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
40
Issue
18
Year of publication
1999
Pages
3577 - 3580
Database
ISI
SICI code
0040-4039(19990430)40:18<3577:ABOCAT>2.0.ZU;2-4
Abstract
Chiral acetate titanium enolate derived from thioimide efficiently effects one-step bromination-aldolization with excellent yields and exceptionally h igh levels of asymmetric induction in aldol additions. General base promote d oxazolidinethione deacylation provides direct access to chiral alpha-brom o-beta-hydroxy acids. (C) 1999 Elsevier Science Ltd. All rights reserved.