REARRANGEMENT IN THE NITROGEN SERIES .2. SIGMATROPIC [2,3]-WITTIG REARRANGEMENT OF ALPHA-ALLYLIC-HETEROSUBSTITUTED METHYLPHOSPHONATES .3. HIGH DIASTEREOSELECTIVITY IN THE REARRANGEMENT OF ANION OF DIMENTHYL ALLYLOXYMETHYLPHOSPHONATE

被引:0
|
作者
GULEAPURCARESCU, M [1 ]
ABOUTJAUDET, E [1 ]
COLLIGNON, N [1 ]
机构
[1] INSA,IRCOF,HETEROCHIM ORGAN LAB,F-76131 MONT ST AIGNAN,FRANCE
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中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A diastereoselectivity up to 90% was achieved in the title rearrangement of lithiated allyloxymethylphosphonates, by using the cheaply available chiral dimenthylphosphonyl ester group as stereo-directing auxiliary. The absolute configuration of the newly formed chiral center was assigned by usual chemical conversions.
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页码:6635 / 6638
页数:4
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