Tetrahedron

Synthesis of chiral binaphthalenes using the asymmetric Suzuki reaction

AN Cammidge, KVL Crépy

Index: Cammidge, Andrew N.; Crepy, Karen V. L. Tetrahedron, 2004 , vol. 60, # 20 p. 4377 - 4386

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Citation Number: 115

Abstract

The synthesis of atropisomeric 1, 1′-binaphthalenes can be achieved using an asymmetric Suzuki cross-coupling reaction. The Suzuki reaction leading to such hindered compounds is challenging and competing hydrolytic deboronation frequently dominates unless carefully chosen conditions are employed. The simple, standard mechanism is inadequate when describing the Suzuki coupling of hindered partners. Evidence suggests that the key step ...