(R)-(-PANTOLACTONE ACRYLATE AS A CHIRAL AUXILIARY IN THE BAYLIS-HILLMAN REACTION())

Authors
KHAN AA EMSLIE ND DREWES SE FIELD JS RAMESAR N
Citation
Aa. Khan et al., (R)-(-PANTOLACTONE ACRYLATE AS A CHIRAL AUXILIARY IN THE BAYLIS-HILLMAN REACTION()), Chemische Berichte, 126(6), 1993, pp. 1477-1480
Citations number
18
Categorie Soggetti
Chemistry
Journal title
Chemische Berichte → ACNP
ISSN journal
00092940
Volume
126
Issue
6
Year of publication
1993
Pages
1477 - 1480
Database
ISI
SICI code
0009-2940(1993)126:6<1477:(AAACA>2.0.ZU;2-X
Abstract
2,6-Dialkyl-5-methylene-1,3-dioxan-4-ones were prepared in good diaste reomeric excess by treating pantolactone acrylate with a series of sel ected aldehydes in the Baylis-Hillman reaction. With benzaldehyde and trichloroacetaldehyde, noncyclic products resulted. In the case of the latter aldehyde the alpha-hydroxyalkyl acrylate 5b was isolated as a single diastereomer and its absolute configuration established by X-ra y crystallography.