Artigo Acesso aberto Revisado por pares

Synthetic studies toward astins A, B and C. Efficient syntheses of cis-3,4-dihydroxyprolines and (−)-(3S,4R)-dichloroproline esters

1998; Elsevier BV; Volume: 9; Issue: 1 Linguagem: Inglês

10.1016/s0957-4166(97)00617-4

ISSN

1362-511X

Autores

Kelly K. Schumacher, Jianjun Jiang, Madeleine M. Joullié,

Tópico(s)

Phytochemical Studies and Bioactivities

Resumo

Efficient syntheses of the esters of cis-3,4-dihydroxyprolines and the first synthesis of the ester of the rare amino acid (−)-(3S,4R)-dichloroproline from trans-4-hydroxy-L-proline are presented. The synthetic route provides easy access to several substituted prolines and cis-hydroxylated proline esters. Various types of biological activities have been associated with these substituted prolines. The role of (−)-(3S,4R)-dichloroproline in astins A, B and C is under investigation.

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