94937-49-2Relevant academic research and scientific papers
Gold(I)-catalyzed highly regio- and stereoselective decarboxylative amination of allylic N-tosylcarbamates via base-induced aza-Claisen rearrangement in water
Xing, Dong,Yang, Dan
supporting information; experimental part, p. 1068 - 1071 (2010/06/13)
(Figure Presented)A gold(l)-catalyzed decarboxylative animation of allylic N-tosylcarbamates via base-induced aza-Claisen rearrangement has been developed. A variety of substituted W-tosyl allylic amines were obtained In good yield, excellent regloselectlvity, and high to excellent stereoselectivity. This transformation could be performed either in H2O or In one pot directly from allylic alcohols and therefore represents an efficient and environmentally benign protocol for the synthesis of N-tosyl allylic amines.
STERIC CONTROL OF EPOXIDATION BY ALLYLIC AND HOMOALLYLIC CARBAMATE GROUPS
Kocovsky, Pavel
, p. 2475 - 2478 (2007/10/02)
Carbamoyloxy groups show syn-stereodirecting effect on epoxidation of allylic and homoallylic double bonds similar to that of hydroxy groups.Allylic carbamates 1c-1f, 4d, 6d and 6f and their homoallylic counterparts 8c-8e thus produce corresponding cis-epoxides as the major products on reaction with MCPBA.Mechanism of this steering is discussed.
