Catalytic Use of a Boron Source for Boron Enolate Mediated Stereoselective Aldol Reactions in Water

Yuichiro Mori; Kei Manabe; Shū Kobayashi

doi:10.1002/1521-3773(20010803)40:15<2815::AID-ANIE2815>3.0.CO;2-F

Catalytic Use of a Boron Source for Boron Enolate Mediated Stereoselective Aldol Reactions in Water

Angew Chem Int Ed Engl. 2001 Aug 3;40(15):2815-2818. doi: 10.1002/1521-3773(20010803)40:15<2815::AID-ANIE2815>3.0.CO;2-F.

Authors

Yuichiro Mori¹, Kei Manabe¹, Shū Kobayashi¹

Affiliation

¹ Graduate School of Pharmaceutical Sciences The University of Tokyo, CREST Japan Science and Technology Corporation (JST) Hongo, Bunkyo-ku, Tokyo 113-0033 (Japan) Fax: (+81) 3-5684-0634.

PMID: 29712003
DOI: 10.1002/1521-3773(20010803)40:15<2815::AID-ANIE2815>3.0.CO;2-F

Abstract

Use of boron enolates in water! Boron enolates can be generated and used for aldol reactions in water by using a catalytic amount of Ph₂ BOH. This is the first example of a catalytic use of a boron source in stereoselective aldol reactions mediated by boron enolates. The mechanism of the reaction is discussed.

Keywords: aldehydes; aldol reaction; boron; diastereoselectivity.