ALLYLIC 4-METHOXYBENZOATES DISPLAY EXCELLENT REAGENT-CONTROLLED DOUBLE DIASTEREOSELECTION IN THE SHARPLESS ASYMMETRIC DIHYDROXYLATION - APPLICATION TO HIGHLY SELECTIVE TOTAL SYNTHESES OF POLYOLS

Authors
GUZMANPEREZ A COREY EJ
Citation
A. Guzmanperez et Ej. Corey, ALLYLIC 4-METHOXYBENZOATES DISPLAY EXCELLENT REAGENT-CONTROLLED DOUBLE DIASTEREOSELECTION IN THE SHARPLESS ASYMMETRIC DIHYDROXYLATION - APPLICATION TO HIGHLY SELECTIVE TOTAL SYNTHESES OF POLYOLS, Tetrahedron letters, 38(34), 1997, pp. 5941-5944
Citations number
32
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
38
Issue
34
Year of publication
1997
Pages
5941 - 5944
Database
ISI
SICI code
0040-4039(1997)38:34<5941:A4DERD>2.0.ZU;2-I
Abstract
The asymmetric dihydroxylation of several enantiomerically pure 4-subs tituted allylic 4'-methoxybenzoates proceeds with excellent reagent-co ntrolled diastereoselectivities. This observation, coupled with the hi gh enantio-and regioselectivity provided by the Sharpless asymmetric d ihydroxylation of suitably protected dienes, has been used to accompli sh the stereocontrolled total syntheses of several vic-polyols. (C) 19 97 Elsevier Science Ltd.