Highly stereoselective asymmetric construction of an acyclic carbon skeleton having two adjacent alkyl substituents by Michael addition of optically active allenyltitaniums to alkylidenemalonates

Citation
Yc. Song et al., Highly stereoselective asymmetric construction of an acyclic carbon skeleton having two adjacent alkyl substituents by Michael addition of optically active allenyltitaniums to alkylidenemalonates, ORG LETT, 3(22), 2001, pp. 3543-3545
Citations number
20
Language
INGLESE
art.tipo
Article
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
1523-7060 → ACNP
Volume
3
Issue
22
Year of publication
2001
Pages
3543 - 3545
Database
ISI
SICI code
1523-7060(20011101)3:22<3543:HSACOA>2.0.ZU;2-4
Abstract
[GRAPHICS] Enantio-enriched allenyltitaniums prepared in situ by the reaction of optic ally active secondary propargyl phosphates with a divalent titanium reagent Ti(O-i-Pr)(4)/2i-PrMgCl react readily with alkylidenemalonates with excell ent regio- and diastereoselectivities to afford the Michael addition produc ts with a high optical purity, thus opening up a new asymmetric method for construction of an acyclic carbon skeleton bearing two adjacent alkyl subst ituents.