Organic letters

Modular and stereoselective synthesis of tetrasubstituted helical alkenes via a palladium-catalyzed domino reaction

H Liu, M El-Salfiti, DI Chai, J Auffret, M Lautens

Index: Liu, Hongqiang; El-Salfiti, Mohamed; Chai, David I.; Auffret, Jeremy; Lautens, Mark Organic Letters, 2012 , vol. 14, # 14 p. 3648 - 3651

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Citation Number: 31

Abstract

A highly modular and stereoselective synthesis of tetrasubstituted helical alkenes is accomplished by a Pd-catalyzed norbornene-mediated domino reaction. This protocol features the rapid assembly of four C–C bonds via sequential C–H activations and carbopalladations along with efficient access to enantiopure bromoalkyl aryl alkyne precursors using homologative alkynylation as the key transformation. Three distinct ...

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