A C-B-A-D APPROACH TO BRASSINOSTEROIDS - OBTENTION OF A A-B-C RING-SYSTEM PRECURSOR

Authors
DIZIERE R TAHRI A UGUEN D
Citation
R. Diziere et al., A C-B-A-D APPROACH TO BRASSINOSTEROIDS - OBTENTION OF A A-B-C RING-SYSTEM PRECURSOR, Tetrahedron letters, 35(23), 1994, pp. 3941-3944
Citations number
3
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
35
Issue
23
Year of publication
1994
Pages
3941 - 3944
Database
ISI
SICI code
0040-4039(1994)35:23<3941:ACATB->2.0.ZU;2-W
Abstract
Attempted conversion of the keto group of derivatives of trans-2-acety lcyclohexanemethanol to a butadienyl moiety proved unfeasible by using Wittig-type reagents. Olefination could be achieved however by conden sing the parent methyl (or ethyl) trans-2-acetylcyclohexanecarboxylate with the lithio derivative of O-tetrahydropyranylated propargyl alcoh ol and reducing the resulting lactones by LiAlH4.