High diastereoselective Michael and aldol additions of Fischer-type alkyl(hydrazino)carbene complexes: synthesis of new hydrazides

被引:5
|
作者
Licandro, E
Perdicchia, D
Maiorana, S
Baldoli, C
Giannini, C
Graiff, C
Tiripicchio, A
机构
[1] Univ Milan, CNR, Ist Sci & Tecnol Mol, Dipartimento Chim Organ & Ind, I-20133 Milan, Italy
[2] Univ Milan, Ctr Eccellenza CISI, I-20133 Milan, Italy
[3] Univ Parma, Dipartimento Chim Gen & Inorgan Chim Analit Chim, I-43100 Parma, Italy
关键词
Fischer-type hydrazinocarbenes; hydrazides; stereoselective Michael addition; stereoselective aldol addition; oxidation of Fischer complexes;
D O I
10.1016/S0022-328X(03)00523-0
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The addition of the enolate, generated from the tetracarbonylethyl(hydrazino)carbene chromium complex 6, to achiral enones and aldehydes gave the corresponding Michael and aldol adducts in very high chemical yield and d.e.. Some of the new delta-keto and beta-hydroxy hydrazino carbene complexes have been oxidised to give the corresponding hydrazides in high yield. A spectroscopic study to establish the geometry of the enolate generated from 6 has also been performed. (C) 2003 Elsevier B.V. All rights reserved.
引用
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页码:170 / 188
页数:19
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