Asymmetric transfer hydrogenation of benzaldehydes

Citation
I. Yamada et R. Noyori, Asymmetric transfer hydrogenation of benzaldehydes, ORG LETT, 2(22), 2000, pp. 3425-3427
Citations number
28
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
2
Issue
22
Year of publication
2000
Pages
3425 - 3427
Database
ISI
SICI code
1523-7060(20001102)2:22<3425:ATHOB>2.0.ZU;2-T
Abstract
[GRAPHICS] A combined system of RuCl[(R,R)-YCH(C6H5)CH(C6H5)NH2](eta (6)-arene) (Y = N SO2C6H4-4-CH3 or O) and t-C4H9OK catalyzes the asymmetric transfer hydrogen ation of various benzaldehyde-1-d derivatives with 2-propanol to yield (R)- benzyl-1-d alcohols in 95-99% ee and with >99% isotopic purity. Reaction of benzaldehydes with a DCO2D-triethylamine mixture and the R,R catalyst affo rds the S deuterated alcohols in 97-99% ee.