Synthesis of optically active aldol derivatives through chirality transfertype 1,2-Wittig rearrangement of alpha-alkoxycarboxamides

Authors
Kitagawa, O Momose, S Yamada, Y Shiro, M Taguchi, T
Citation
O. Kitagawa et al., Synthesis of optically active aldol derivatives through chirality transfertype 1,2-Wittig rearrangement of alpha-alkoxycarboxamides, TETRAHEDR L, 42(29), 2001, pp. 4865-4868
Citations number
25
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
29
Year of publication
2001
Pages
4865 - 4868
Database
ISI
SICI code
0040-4039(20010716)42:29<4865:SOOAAD>2.0.ZU;2-S
Abstract
Treatment of chiral alpha -benzyloxy- or alpha -propargyloxycarboxamide wit h tert-BuLi gave beta -hydroxycarboxamides (aldol derivatives) in high opti cal purity through the formation of alpha -lithiated ethers and the subsque nt 1,2-Wittig rearrangement. (C) 2001 Elsevier Science Ltd. All rights rese rved.