Asymmetric Horner-Wadsworth-Emmons reactions with meso-dialdehydes: Scope,mechanism, and synthetic applications

Citation
T. Rein et al., Asymmetric Horner-Wadsworth-Emmons reactions with meso-dialdehydes: Scope,mechanism, and synthetic applications, PHOSPHOR SU, 146, 1999, pp. 169-172
Citations number
7
Categorie Soggetti
Inorganic & Nuclear Chemistry
Journal title
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS
ISSN journal
10426507 → ACNP
Volume
146
Year of publication
1999
Pages
169 - 172
Database
ISI
SICI code
1042-6507(1999)146:<169:AHRWMS>2.0.ZU;2-M
Abstract
Asymmetric Homer-Wadsworth-Emmons reactions between chiral phosphonate reag ents and various meso-dialdehydes have been investigated. A mechanistic mod el useful for rationalizing the experimentally observed stereoselectivities is presented. Furthermore; strategies for applying these reactions to the stereocontrolled preparation of chiral heterocyclic building blocks have be en developed.