Diastereoselective Simmons-Smith cyclopropanations of allylic amines and carbamates

被引：27

作者：

Davies, Stephen G. ^{[1
]}

Ling, Kenneth B. ^{[1
]}

Roberts, Paul M. ^{[1
]}

Russell, Angela J. ^{[1
]}

Thomson, James E. ^{[1
]}

机构：

[1] Univ Oxford, Dept Organ Chem, Chem Res Lab, Oxford OX1 3TA, England

来源：

CHEMICAL COMMUNICATIONS | 2007年 / 39期

关键词：

D O I：

10.1039/b711358g

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Cyclopropanation of 3-(N,N-dibenzylamino) cyclohexene with either Zn(CH2I)(2) ( Wittig-Furukawa reagent) or CF3CO2ZnCH2I (Shi's reagent) gives the corresponding syn-cyclopropane as a single diastereoisomer, whilst cyclopropanation of 3-(N-tert-butoxycarbonylamino) cyclohexene with CF3CO2ZnCH2I gives the corresponding anti-cyclopropane exclusively; facile N-deprotection gives access to either diastereoisomer of the trifluoroacetic acid salt of 2-aminobicyclo[4.1.0] heptane.

引用

页码：4029 / 4031

页数：3

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