STEREOCONTROLLED SYNTHESIS OF THE 4-HYDROXY-5-METHYL-2(3H)-DIHYDROFURANONE ISOMERS

Authors
AFONSO CAM BARROS MT GODINHO LS MAYCOCK CD
Citation
Cam. Afonso et al., STEREOCONTROLLED SYNTHESIS OF THE 4-HYDROXY-5-METHYL-2(3H)-DIHYDROFURANONE ISOMERS, Tetrahedron, 49(20), 1993, pp. 4283-4292
Citations number
44
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
49
Issue
20
Year of publication
1993
Pages
4283 - 4292
Database
ISI
SICI code
0040-4020(1993)49:20<4283:SSOT4>2.0.ZU;2-A
Abstract
A synthesis of all four stereoisomers of 4-hydroxy-5-methyl-2(3H)-dihy drofuranone was achieved in 6 or 7 steps with an overall yield of 19% to 23% from a common starting material. The source of chirality being derived from stereoselective bakers' yeast reductions of carbonyl grou ps.