Premium
A New Multifunctional Heterobimetallic Asymmetric Catalyst for Michael Additions and Tandem Michael–Aldol Reactions
Author(s) -
Arai Takayoshi,
Sasai Hiroaki,
Aoe Keiichi,
Okamura Kimio,
Date Tadamasa,
Shibasaki Masakatsu
Publication year - 1996
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.199601041
Subject(s) - michael reaction , aldol reaction , tandem , adduct , chemistry , catalysis , yield (engineering) , cyclopentenone , cascade reaction , addition reaction , organic chemistry , materials science , metallurgy , composite material
Two types of metal are essential for some reactions! The first efficient catalyst for asymmetric tandem Michael – aldol reactions is the heter‐obimetallic complex 1 , which is easily prepared from LiAlH 4 and ( R )‐ 2,2′‐dihydroxy‐1,1′‐binaphthyl. The cascade reaction of diethyl methylmalonate, cyclopentenone, and 3‐phenylpropanal affords the three‐component adduct 2 in 64% yield and 91 % ee.