HIGHLY REGIOSELECTIVE MONOALKYLATION OF KETONES VIA MANGANESE ENOLATES PREPARED FROM MANGANESE AMIDES

被引:20
作者
CAHIEZ, G
FIGADERE, B
CLERY, P
机构
[1] Laboratoire de Chimie des Organoéléments, associé au CNRS Université P. et M. Curie, F-75252 Paris Cédex 05
关键词
D O I
10.1016/S0040-4039(00)76829-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Ketones are regioselectively converted to Mn-enolates by treatment with Mn-amides such as Ph(Me)NMnCl in THF at 20 degrees C. Mn-enolates can then be regioselectively monoalkylated in good yields. The formation of di or polyalkylated products is never observed (< 1%).
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页码:3065 / 3068
页数:4
相关论文
共 17 条
[1]   ORGANOMANGANESE(II) REAGENTS .15. CONJUGATE ADDITION OF ORGANOMANGANESE REAGENTS TO ALKYLIDENEMALONIC ESTERS AND RELATED-COMPOUNDS [J].
CAHIEZ, G ;
ALAMI, M .
TETRAHEDRON, 1989, 45 (13) :4163-4176
[2]  
CAHIEZ G, 1991, Patent No. 11814
[3]  
CAHIEZ G, 1988, Patent No. 15806
[4]  
CAHIEZ G, 1990, Patent No. 373993
[5]  
CAHIEZ G, 1993, Patent No. 6071
[6]  
CAHIEZ G, 1993, SYNLETT, V1, P45
[7]  
CAHIEZ G, 1990, Patent No. 16413
[8]   KETONE ENOLATES - REGIOSPECIFIC PREPARATION AND SYNTHETIC USES [J].
DANGELO, J .
TETRAHEDRON, 1976, 32 (24) :2979-2990
[9]  
GALL M, 1988, ORG SYNTH, V6, P121
[10]  
HEATHCOCK CH, 1984, ASYMMETRIC SYNTHESIS, V3, P1