HIGHLY REGIOSELECTIVE AND STEREOSELECTIVE PREPARATION OF Z-SILYL ENOL ETHERS AND Z-ENOL ESTERS FROM KETONES VIA MANGANESE ENOLATES

被引：19
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
来源：
TETRAHEDRON LETTERS | 1994年 / 35卷 / 34期
关键词：
D O I：
10.1016/S0040-4039(00)73415-0
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Mn-enolates are easily and quantitatively obtained under mild conditions (THF, -10 degrees C to rt, 1h) by treatment of ketones with aromatic Mn-amides such as Ph(Me)NMnZ. They allow to prepare Z silyl enol ethers and Z enol esters in high yields and with an excellent regio- and stereoselectivity (kinetic product: greater than or equal to 99%, Z/E: 93/7 to 100/0).
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页码：6295 / 6298
页数：4
相关论文
共 12 条
  • [1] BROWNBRIDGE P, 1983, SYNTHESIS-STUTTGART, P85
  • [2] BROWNBRIDGE P, 1983, SYNTHESIS-STUTTGART, P1
  • [3] HIGHLY REGIOSELECTIVE MONOALKYLATION OF KETONES VIA MANGANESE ENOLATES PREPARED FROM MANGANESE AMIDES
    CAHIEZ, G
    FIGADERE, B
    CLERY, P
    [J]. TETRAHEDRON LETTERS, 1994, 35 (19) : 3065 - 3068
  • [4] HIGHLY REGIOSELECTIVE MONOALKYLATION OF KETONES VIA MANGANESE ENOLATES PREPARED FROM LITHIUM ENOLATES
    CAHIEZ, G
    CHAU, K
    CLERY, P
    [J]. TETRAHEDRON LETTERS, 1994, 35 (19) : 3069 - 3072
  • [5] CAHIEZ G, 1991, Patent No. 11814
  • [6] CAHIEZ G, 1990, Patent No. 373993
  • [7] CAHIEZ G, 1993, Patent No. 6071
  • [8] CAHIEZ G, 1990, Patent No. 16413
  • [9] CAHIEZ G, 1988, Patent No. 8815806
  • [10] HEATHCOCK CH, 1984, ASYMMETRIC SYNTHESIS, V3, P111
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