Tetrahedron Letters

Enantioselective syntheses of homophenylalanine derivatives via nitrone 1, 3-dipolar cycloaddition reactions with styrenes

A Long, SW Baldwin

Index: Long, Alan; Baldwin, Steven W. Tetrahedron Letters, 2001 , vol. 42, # 32 p. 5343 - 5345

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Citation Number: 38

Abstract

A new two-step route to derivatives of homophenylalanine is presented. Cycloaddition of a cyclic nitrone glycine template with various styrene derivatives affords good yields of 5- substituted cycloadducts. One-step hydrogenolysis (three bonds) then affords the optically pure α-amino acids related to homophenylalanine.