A highly stereoselective organocatalytic tandem aminoxylation/aza-Michael reaction for the synthesis of tetrahydro-1, 2-oxazines

…, M Lu, PJ Chua, B Tan, F Wang, X Yang, G Zhong

Index: Zhu, Di; Lu, Min; Chua, Pei Juan; Tan, Bin; Wang, Fei; Yang, Xinhao; Zhong, Guofu Organic Letters, 2008 , vol. 10, # 20 p. 4585 - 4588

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Citation Number: 58

Abstract

ABSTRACT A facile stereoselective synthesis of multifunctionalized tetrahydro-1, 2-oxazines (THOs) has been achieved by the organocatalyzed asymmetric tandem r-aminoxylation/aza- Michael reaction for the CO/CN bond formations in moderate to good yields with excellent diastereo-(> 99: 1 dr) and enantioselectivities (92% to> 99% ee).