CYCLIC AND ACYCLIC PRODUCTS FROM THE ADDITION OF 1-AZA-ALLYL ANIONS TO DIENES AND ALPHA,BETA-UNSATURATED KETONES - REGIOSELECTIVITY

被引：6
作者：
WEGMANN, S [1 ]
WURTHWEIN, EU [1 ]
机构：
[1] UNIV MUNSTER,INST ORGAN CHEM,ORLEANSRING 23,W-4400 MUNSTER,GERMANY
来源：
TETRAHEDRON LETTERS | 1993年 / 34卷 / 02期
关键词：
D O I：
10.1016/S0040-4039(00)60574-9
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Addition of 1-aza-allyl-lithium compound 1 to isoprene at low temperature yields two regioisomeric gamma,delta-unsaturated imines 3, whereas at THF reflux temperature the cyclic regioisomeric cyclohexene derivatives 4 are formed. With 2,3-dimethylbutadiene, the acyclic products 6 are obtained. C-C-bond formation also takes place with methylvinylketone, leading to the acyclic regioisomers 7,8 from 1,2- and 1,4 attack.
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页码：307 / 310
页数：4
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