Tetrahedron

Efficient asymmetric syntheses of naturally occurring lignan lactones using catalytic asymmetric hydrogenation as a key reaction

T Morimoto, M Chiba, K Achiwa

Index: Morimoto, Toshiaki; Chiba, Mitsuo; Achiwa, Kazuo Tetrahedron, 1993 ,  vol. 49,  # 9  p. 1793 - 1806

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Citation Number: 39

Abstract

Optically pure (R)-arylmethylsuccinic acid mono-methyl esters were obtained efficiently by using the catalytic asymmetric hydrogenation of arylidenesuccinic acid monoesters with a rhodium (I) complex of a chiral bisphosphine,(4S, 5S)-MOD-DIOP. Asymmetric total syntheses of some naturally occurring lignans,(+)-collinusin,(−)-deoxypodophyllotoxin, and (+)-neoisostegane, were achieved via several steps from (R)-γ-butyrolactones as key ...