Stereoselective synthesis of (R)- and (S)-4-methoxydalbergione via asymmetric catalytic hydrogenation

Authors
Bissel, P Nazih, A Sablong, R Lepoittevin, JP
Citation
P. Bissel et al., Stereoselective synthesis of (R)- and (S)-4-methoxydalbergione via asymmetric catalytic hydrogenation, ORG LETT, 1(8), 1999, pp. 1283-1285
Citations number
29
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
1
Issue
8
Year of publication
1999
Pages
1283 - 1285
Database
ISI
SICI code
1523-7060(19991021)1:8<1283:SSO(A(>2.0.ZU;2-M
Abstract
[GRAPHICS] (R)-(+)- and (S)-(-)-4-methoxydalbergione were synthesized in seven steps w ith an enantiomeric excess of up to 95% using an asymmetric catalytic hydro genation step with [Rh((S,S)-bdpp)(NBD)]ClO4 or [Rh((R,R)-bdpp)(NBD)]ClO4, respectively, at a hydrogen pressure of 80 bar. This method should give an easy access to the other members of the dalbergione family.