Chemistry Letters
Online ISSN : 1348-0715
Print ISSN : 0366-7022
Letter
Asymmetric Aldol Reaction on Water Using an Organocatalyst Tethered on a Thermoresponsive Block Copolymer
Noriyuki SuzukiTakahiro InoueTakumi AsadaRyuji AkebiGo KobayashiMasahiro RikukawaYoshiro MasuyamaMasamichi OgasawaraTamotsu TakahashiSan H. Thang
Author information
JOURNALS RESTRICTED ACCESS

2013 Volume 42 Issue 12 Pages 1493-1495

Details
Abstract

L-Proline moieties, which serve as organocatalysts, were tethered on block copolymers that consisted of thermoresponsive poly(N-isopropylacrylamide) and PEG-grafted polyacrylate blocks. The copolymer dissolved in water at temperatures below the LCST (25 °C), whereas they formed micelles at temperatures above the LCST (50 °C). Aldol reactions between an arylaldehyde and a ketone were conducted in this aqueous solution. The aldol products were obtained in high yield with high diastereo- and enantioselectivity (96% ee). The catalyst solution could be reused up to three times.

Information related to the author

This article cannot obtain the latest cited-by information.

© 2013 The Chemical Society of Japan
Previous article Next article
feedback
Top