aluminium and compounds;
azides;
epoxides;
isosteres;
D O I:
10.1016/S0040-4039(98)01733-X
中图分类号:
O62 [有机化学];
学科分类号:
070303 ;
081704 ;
摘要:
2,3-Epoxyalcohols react with diethylaluminium azide under mild conditions to give 3-azido-1,2-diols resulting from the regio- and stereoselective attack of the nucleophile at the epoxide C-3. The high regioselectivity (>25:1) observed with both cis and trans substituted epoxides is not affected by bulky substituents at C-3. The method has been successfully applied also to the synthesis of diaminodiol dipeptide isosteres, (C) 1998 Elsevier Science Ltd. All rights reserved.