Tetrahedron

Electronic and steric effects on the intramolecular Schmidt reaction of alkyl azides with secondary benzyl alcohols

X Sun, C Gao, F Zhang, Z Song, L Kong, X Wen, H Sun

文献索引：Sun, Xiaowei; Gao, Chengzhe; Zhang, Fan; Song, Zhuang; Kong, Lingyi; Wen, Xiaoan; Sun, Hongbin Tetrahedron, 2014 , vol. 70, # 3 p. 643 - 649

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被引用次数: 2

摘要

Abstract The intramolecular Schmidt reaction of simple azido secondary benzyl alcohols has been realized for the first time. Investigation of the electronic and steric effects of the substrates on the product outcome was conducted. Unique intramolecular Schmidt rearrangements were observed with the formation of a cinnamaldehyde derivative and aryl aldehydes, respectively. Using this protocol, an efficient synthesis of dihydrobenzotriazine ...