A SIMPLE APPROACH TO THE SYNTHESIS OF THE CHIRAL SUBSTITUTED CHROMAN RING OF CALOPHYLLUM COUMARINS

Authors
DESHPANDE PP BAKER DC
Citation
Pp. Deshpande et Dc. Baker, A SIMPLE APPROACH TO THE SYNTHESIS OF THE CHIRAL SUBSTITUTED CHROMAN RING OF CALOPHYLLUM COUMARINS, Synthesis, (6), 1995, pp. 630-632
Citations number
21
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Synthesis → ACNP
ISSN journal
00397881
Issue
6
Year of publication
1995
Pages
630 - 632
Database
ISI
SICI code
0039-7881(1995):6<630:ASATTS>2.0.ZU;2-B
Abstract
A stereoselective synthesis of the chiral 2,3-dimethylchroman-4-ol rin g of the calophyllum coumarins is described. The chiral centers at C-3 and C-4 (chroman numbering) were introduced using (Z)-crotyldiisopino campheylborane, and the chiral center at C-2 was introduced via mercur y-assisted cyclization and demercuration, giving the required trans, t rans-Me-Me-OH substituted chroman (benzo[b]pyran) ring.