A NEW CANDIDATE FOR A PROPERLY SUBSTITUTED CD RING COMPONENT OF VITAMIN-D-3 VIA INTRAMOLECULAR ASYMMETRIC OLEFINATION OF A 1,3-CYCLOPENTANEDIONE DERIVATIVE

Authors
MANDAI T KAIHARA Y TSUJI J
Citation
T. Mandai et al., A NEW CANDIDATE FOR A PROPERLY SUBSTITUTED CD RING COMPONENT OF VITAMIN-D-3 VIA INTRAMOLECULAR ASYMMETRIC OLEFINATION OF A 1,3-CYCLOPENTANEDIONE DERIVATIVE, Journal of organic chemistry, 59(20), 1994, pp. 5847-5849
Citations number
29
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of organic chemistry → ACNP
ISSN journal
00223263
Volume
59
Issue
20
Year of publication
1994
Pages
5847 - 5849
Database
ISI
SICI code
0022-3263(1994)59:20<5847:ANCFAP>2.0.ZU;2-I
Abstract
A highly diastereoselective synthesis of hydrindenone derivative 5 (98 % de) was achieved via diastereotopic differentiation of 1,3-cyclopent anedione derivative 4 by intramolecular Horner-Emmons olefination. In addition, the compound 5 was converted to ketone 2, a new building blo ck far 1 alpha,25-dihydroxyvitamin D-3 (1).