Citation
K. Murata et al., A practical stereoselective synthesis of chiral hydrobenzoins via asymmetric transfer hydrogenation of benzils, ORG LETT, 1(7), 1999, pp. 1119-1121
Citations number
33
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060
→ ACNP
Volume
1
Issue
7
Year of publication
1999
Pages
1119 - 1121
Database
ISI
SICI code
1523-7060(19991007)1:7<1119:APSSOC>2.0.ZU;2-J
Abstract
[GRAPHICS]
Asymmetric reduction of benzil with RuCl[(S,S)-Tsdpen)(eta(6)-p-cymene) in
a mixture of formic acid and triethylamine proceeds with a substrate/cataly
st molar ratio of 1000-2000 to give (R,R)-hydrobenzoin quantitatively with
high diastereomeric (97% de) and enantiomeric purities (>99% ee), in which
the benzoin intermediate with a chirally labile stereogenic center is conve
rted to one major stereoisomer, (R,R)-product, via dynamic kinetic resoluti
on.