SOLID-PHASE SYNTHESIS OF ALLYLIC ALCOHOLS VIA THE BAYLIS-HILLMAN REACTION

Authors
RICHTER H JUNG G
Citation
H. Richter et G. Jung, SOLID-PHASE SYNTHESIS OF ALLYLIC ALCOHOLS VIA THE BAYLIS-HILLMAN REACTION, Molecular diversity, 3(3), 1998, pp. 191-194
Citations number
21
Categorie Soggetti
Chemistry Applied","Chemistry Medicinal
Journal title
Molecular diversity → ACNP
ISSN journal
13811991
Volume
3
Issue
3
Year of publication
1998
Pages
191 - 194
Database
ISI
SICI code
1381-1991(1998)3:3<191:SSOAAV>2.0.ZU;2-F
Abstract
An efficient method for the solid phase synthesis of allylic alcohols via the Baylis-Hillman reaction has been developed. In the presence of DABCO(R) or 3-quinuclidinol the coupling of resin bound acrylic acid with different aldehydes yields allylic alcohols. Aldehydes with diffe rent reactivity were used and gave modest to excellent yields upon sim ply varying the base or the reaction time. The allylic alcohols were r eacted with primary amines to form 1,3-aminoalcohols.