Asymmetric synthesis of alcohols with two chiral centres from a racemic aldehyde by the selective addition of dialkylzinc reagents using (1S,2R)-(–)-N,N-dibutylnorephedrine and (S)-(+)-diphenyl-(1-methylpyrrolidin-2-yl)methanol as chiral catalysts

Kenso Soai; Seiji Niwa; Toshihiro Hatanaka

doi:10.1039/C39900000709

You do not have JavaScript enabled. Please enable JavaScript to access the full features of the site or access our non-JavaScript page.

Asymmetric synthesis of alcohols with two chiral centres from a racemic aldehyde by the selective addition of dialkylzinc reagents using (1S,2R)-(–)-N,N-dibutylnorephedrine and (S)-(+)-diphenyl-(1-methylpyrrolidin-2-yl)methanol as chiral catalysts

Kenso Soai, Seiji Niwa and Toshihiro Hatanaka

Abstract

Optically active alcohols with two chiral centres were obtained in up to 93% enantiomeric excess by the selective addition of dialkylzinc reagents to the racemic aldehyde, 2-phenylpropanal, using the title compounds as chiral catalysts.

Download options Please wait...

Article information

DOI: https://doi.org/10.1039/C39900000709
Article type: Paper

Download Citation

J. Chem. Soc., Chem. Commun., 1990, 709-711

Permissions

Request permissions

Asymmetric synthesis of alcohols with two chiral centres from a racemic aldehyde by the selective addition of dialkylzinc reagents using (1S,2R)-(–)-N,N-dibutylnorephedrine and (S)-(+)-diphenyl-(1-methylpyrrolidin-2-yl)methanol as chiral catalysts

K. Soai, S. Niwa and T. Hatanaka, J. Chem. Soc., Chem. Commun., 1990, 709 DOI: 10.1039/C39900000709

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Fetching data from CrossRef.
This may take some time to load.

Journal of the Chemical Society, Chemical Communications

Asymmetric synthesis of alcohols with two chiral centres from a racemic aldehyde by the selective addition of dialkylzinc reagents using (1S,2R)-(–)-N,N-dibutylnorephedrine and (S)-(+)-diphenyl-(1-methylpyrrolidin-2-yl)methanol as chiral catalysts

Abstract

Article information

Download Citation

Permissions

Asymmetric synthesis of alcohols with two chiral centres from a racemic aldehyde by the selective addition of dialkylzinc reagents using (1S,2R)-(–)-N,N-dibutylnorephedrine and (S)-(+)-diphenyl-(1-methylpyrrolidin-2-yl)methanol as chiral catalysts

Search articles by author

Spotlight

Advertisements