On the possibility of carbamate-directed hydroboration. An approach to the asymmetric synthesis of 1-aminocyclopentane-1, 3-dicarboxylic acid

DM Hodgson, AJ Thompson, S Wadman, CJ Keats

Index: Hodgson, David M.; Thompson, Alison J.; Wadman, Sjoerd; Keats, Clare J. Tetrahedron, 1999 , vol. 55, # 35 p. 10815 - 10834

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Citation Number: 26

Abstract

Hydroboration (using BH3) of 1-substituted 3-cyclopentenes 3, 9 and 17 and an enantioselective synthesis of the excitatory amino acid 1-aminocyclopentane-1, 3- dicarboxylic acid via asymmetric hydroboration [90% de, 45% ee using (+)-IpeBH2] of cyclopentene 17 are described.