Online article for Non-subscribers

Pay per view

Heterocycles has a pay-per-view service for Non-subscribers.
You will be able to directly purchase the full text article through PayPal.
Your purchased Paper can be downloaded after the payment is completed.
An e-mail will be sent the URL to download the paper.
If you have any questions, please contact: purchase@heterocycles.com

Price: ¥ 4,400 (Yen only)
Period: This Article can be accessed for 7 days.

Note | Regular issue | Vol 51, No. 11, 1999, pp.2753-2758
Published online, 1st January, 1970
DOI: 10.3987/COM-99-8673
■ 1-Phenyl-2-(1-pyrrolidinyl)-1-propanol as a Chiral Catalyst for the Highly Enantioselective Addition of Dialkylzincs to Five-membered Heterocyclic Aldehydes

Itaru Sato, Takahiro Saito, Daisuke Omiya, Yoshiko Takizawa, and Kenso Soai*

*Department of Applied Chemistry, Faculty of Science, Science University of Tokyo, Kagurazaka 1-3, Shinjuku-ku, Tokyo 162-8601, Japan

Abstract

(1S, 2R)- and (1R, 2S)-1-phenyl-2-(1-pyrrolidinyl)-1-propanol catalyze the enantioselective addition of dialkylzincs to furaldehydes, thiophenecarbaldehydes, and 1-(p-tosyl)-2-pyrrolecarbaldehyde to afford the corresponding enantiomerically enriched sec-alcohols with up to 87% enantiomeric excess.