Applications of Baylis-Hillman chemistry: enantioselective synthesis of (-)-methyl 3-aryl-2-methylene-3-(prop-2-yn-1-yloxy)propanoates via chiral leaving group strategy

Authors
Basavaiah, D Kumaragurubaran, N Sharada, DS Reddy, RM
Citation
D. Basavaiah et al., Applications of Baylis-Hillman chemistry: enantioselective synthesis of (-)-methyl 3-aryl-2-methylene-3-(prop-2-yn-1-yloxy)propanoates via chiral leaving group strategy, TETRAHEDRON, 57(38), 2001, pp. 8167-8172
Citations number
29
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
57
Issue
38
Year of publication
2001
Pages
8167 - 8172
Database
ISI
SICI code
0040-4020(20010917)57:38<8167:AOBCES>2.0.ZU;2-V
Abstract
Asymmetric synthesis of (-)-methyl 3-aryl-2-methylene-3-(prop-2-yn-1-yloxy) propanoates in 25-40% enantiomeric purities via the reaction of methyl (2Z) -3-aryl-2-(bromomethyl)prop-2-enoates with prop-2-yn-1-ol in the presence o f quinidine is described. (C) 2001 Elsevier Science Ltd. All rights reserve d.