Tetrahedron letters

Enantiospecific synthesis of (1S, 2S, 5R, 6S)-2-aminobicyclo [3.1. 0] hexane-2, 6-dicarboxylic acid by a modified Corey-Link reaction

…, J Ezquerra, SR Baker, S Borrelly, L Prieto, M Espada…

Index: Dominguez, Carmen; Ezquerra, Jesus; Baker, S. Richard; Borrelly, Stephane; Prieto, Lourdes; Espada, Modesta; Pedregal, Carmen Tetrahedron Letters, 1998 , vol. 39, # 50 p. 9305 - 9308

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Citation Number: 50

Abstract

(1S, 2S, 5R, 6S)-2-Aminobicyclo [3.1. 0] hexane-2, 6-dicarboxylic acid (LY354740) was synthesised enantiospecifically from a sugar derived enantiomerically pure cyclopentenone. The α-amino acid stereogenic centre was formed by reacting the ketone with chloroform anion and then the alcohol so formed was reacted with sodium azide/DBU in methanol to give an azido ester. Critically, this modified Corey-Link reaction gives the opposite ...

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Enantiospecific synthesis of (1S, 2S, 5R, 6S)-2-aminobicyclo [3.1. 0] hexane-2, 6-dicarboxylic acid by a modified Corey-Link reaction

[Tetrahedron Letters, , vol. 39, # 50 p. 9305 - 9308]

Enantiospecific synthesis of (1S, 2S, 5R, 6S)-2-aminobicyclo [3.1. 0] hexane-2, 6-dicarboxylic acid by a modified Corey-Link reaction

[Tetrahedron Letters, , vol. 39, # 50 p. 9305 - 9308]

Enantiospecific synthesis of (1S, 2S, 5R, 6S)-2-aminobicyclo [3.1. 0] hexane-2, 6-dicarboxylic acid by a modified Corey-Link reaction

[Tetrahedron Letters, , vol. 39, # 50 p. 9305 - 9308]

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