ENANTIOSELECTIVE SYNTHESES OF (-)-PHASEOLINIC AND (-)-PHASEOLINIC ACID()

Citation
Pa. Jacobi et P. Herradura, ENANTIOSELECTIVE SYNTHESES OF (-)-PHASEOLINIC AND (-)-PHASEOLINIC ACID(), Tetrahedron letters, 37(46), 1996, pp. 8297-8300
Citations number
35
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404039
Volume
37
Issue
46
Year of publication
1996
Pages
8297 - 8300
Database
ISI
SICI code
0040-4039(1996)37:46<8297:ESO(A(>2.0.ZU;2-9
Abstract
(+)- and (-)-Phaseolinic acid (1) have been prepared in an enantiosele ctive fashion from acetylenic acid 26 (or ent-26) by a three step sequ ence involving lactonization, epimerization at Cg, and oxidative cleav age. 26 was obtained as a single enantiomer using a Nicholas-Schreiber reaction. Copyright (C) 1996 Elsevier Science Ltd