Long??Range Diastereoselectivity in an Ugi Reaction: Stereocontrolled and Diversity??Oriented Synthesis of Tetrahydrobenzoxazepines

L Banfi, A Bagno, A Basso, C De Santis…

Index: Banfi, Luca; Bagno, Alessandro; Basso, Andrea; De Santis, Carlo; Riva, Renata; Rastrelli, Federico European Journal of Organic Chemistry, 2013 , # 23 p. 5064 - 5075

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Citation Number: 9

Abstract

Abstract Salicylaldehydes and protected 1, 2-amino alcohols have been convergently converted into a series of 2, 3-dihydrobenzo [f][1, 4] oxazepines, which undergo an Ugi– Joullié multicomponent reaction with unusual long-range diastereoselectivity. This protocol allows the diastereoselective preparation, in only two steps, of a series of drug-like tetrahydrobenzo [f][1, 4] oxazepines, with the combinatorial introduction of four diversity ...