Chiral lithium amides on solid support: synthesis and applications in enantioselective deprotonation of cyclic ketones

Authors
Majewski, M Ulaczyk, A Wang, F
Citation
M. Majewski et al., Chiral lithium amides on solid support: synthesis and applications in enantioselective deprotonation of cyclic ketones, TETRAHEDR L, 40(50), 1999, pp. 8755-8758
Citations number
14
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
40
Issue
50
Year of publication
1999
Pages
8755 - 8758
Database
ISI
SICI code
0040-4039(199912)40:50<8755:CLAOSS>2.0.ZU;2-S
Abstract
Several chiral amines attached to polymer support (Merrifield resin or a so luble analog) are described. Lithium amides, generated from these amines by treatment with BuLi, react with C-S-symmetrical ketones to give the corres ponding enolates enantioselectively (ee up to 75%). (C) 1999 Elsevier Scien ce Ltd. All rights reserved.