Sigmatropic [2,3]-Wittig rearrangement of alpha-allylic-heterosubstituted methylphosphonates .2. Rearrangement in the nitrogen series

被引：18
|
作者：
GuleaPurcarescu, M
AboutJaudet, E
Collignon, N
Saquet, M
Masson, S
机构：
[1] IRCOF,INSA,LAB HETEROCHIM ORGAN,F-76131 MONT ST AIGNAN,FRANCE
[2] UNIV CAEN,LAB CHIM MOLEC & THIOORGAN,URA 480,F-14050 CAEN,FRANCE
[3] ISMRA UNIV,F-14050 CAEN,FRANCE
来源：
TETRAHEDRON | 1996年 / 52卷 / 06期
关键词：
D O I：
10.1016/0040-4020(95)01045-9
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Whereas the lithiated carbanion derived from the diethyl (N-allyl, N-phenyl)-amino methylphosphonate 1 failed to undergo the [2,3]-Wittig shift, ammonium salts resulting from the quaternization of diisopropyl (N,N-diethyl)-aminomethylphosphonate 8 with allylic bromides, were conveniently rearranged into the alpha-(N,N-diethylamino)-alkenylphosphonates 11, in the presence of t-BuOK, in DMF, at -40 degrees C.
引用
收藏
页码：2075 / 2086
页数：12
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