Asymmetric synthesis of homochiral Baylis-Hillman products employing (R)-N-methyl-N-alpha-methylbenzyl amide

Authors
Davies, SG Smethurst, CAP Smith, AD Smyth, GD
Citation
Sg. Davies et al., Asymmetric synthesis of homochiral Baylis-Hillman products employing (R)-N-methyl-N-alpha-methylbenzyl amide, TETRAHEDR-A, 11(12), 2000, pp. 2437-2441
Citations number
27
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON-ASYMMETRY
ISSN journal
09574166 → ACNP
Volume
11
Issue
12
Year of publication
2000
Pages
2437 - 2441
Database
ISI
SICI code
0957-4166(20000630)11:12<2437:ASOHBP>2.0.ZU;2-S
Abstract
The conjugate addition of (R)-N-methyl-N-alpha-methylbenzyl amide to tert-b utyl cinnamate followed by an asymmetric aldol reaction and subsequent N-ox idation/Cope elimination affords beta-substituted homochiral Baylis-Hillman products in good yield. (C) 2000 Elsevier Science Ltd. All rights reserved .