OXIRANYLLITHIUM REAGENTS - GENERATION FROM ORGANOTIN PRECURSORS, ADDITION TO ALDEHYDES AND KETONES, AND DIMERIZATION TO ALPHA,ALPHA'-DIALKOXYOLEFINS

被引:63
作者
LOHSE, P [1 ]
LONER, H [1 ]
ACKLIN, P [1 ]
STERNFELD, F [1 ]
PFALTZ, A [1 ]
机构
[1] SWISS FED INST TECHNOL,ORGAN CHEM LAB,CH-8092 ZURICH,SWITZERLAND
关键词
D O I
10.1016/S0040-4039(00)74841-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Oxiranyllithium compounds can be generated from organotin precursors by tin-lithium exchange with butyllithium in THF at -90-degrees-C. In the presence of TMEDA, they react with aldehydes and ketones to give epoxy alcohols in good yields. In the absence of TMEDA, they dimerize to alpha,alpha'-dialkoxyolefins.
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页码:615 / 618
页数:4
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