CHIRAL LIGANDS CONTAINING HETEROATOMS .11. OPTICALLY-ACTIVE 2-HYDROXYMETHYL PIPERAZINES AS CATALYSTS IN THE ENANTIOSELECTIVE ADDITION OF DIETHYLZINC TO BENZALDEHYDE

被引:19
作者
FALORNI, M
SATTA, M
CONTI, S
GIACOMELLI, G
机构
[1] Dipartimento di Chimica, Universit'a di Sassari, 1-07100 Sassari
关键词
CHIRAL PIPERAZINES; OPTICALLY ACTIVE ALCOHOLS; ENANTIOSELECTIVE ADDITIONS;
D O I
10.1016/S0957-4166(00)80107-X
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Starting from enantiomerically pure serine, a series of (2R,5S) and (2S,5S)-2-hydroxymethyl-5-alkyl piperazines 1-5 were prepared in good yields without any racemization. The use of these compounds as chiral catalysts for the enantioselective addition of diethylzinc to aldehydes is described. This paper reports the first example of the use of piperazine methanols in asymmetric synthesis.
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页码:2389 / 2398
页数:10
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