Allylic C-H Amination for the Synthesis of syn-1,3-Amino Alcohols

Significance A selective allylic C-H amination for the preparation of 1,3-amino alcohols is reported. The use of electron-deficient N -nosyl carbamate nucleophiles is crucial for the reaction to proceed under mild conditions. The method is highly chemoselective and tolerates a range of various functionalities. Remarkably, the allylic C-H bonds of terminal alkenes are preferentially aminated to those of internal olefins. The reaction proceeds ­diastereoselectively favoring the formation of the syn product.