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.

引用

页码：307 / 310

页数：4

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