Diacetoxyiodobenzene-mediated synthesis of unnatural furospirostane sapogenins derived from diosgenin and tigogenin.

Abstract:

:Two unnatural steroid sapogenins bearing a furospirostane side chain were prepared starting from the readily available spirostane sapogenins, tigogenin and diosgenin following a synthetic protocol that included: (i) introduction of a carbonyl group at position C-23, (ii) diacetoxyiodobenzene-induced F-ring contraction and (iii) LiAlH4 reduction of the newly emerged methoxycarbonyl moiety. The structures of the new compounds were corroborated by NMR and X-ray studies.

journal_name

Steroids

journal_title

Steroids

authors

Sánchez-Flores J,Romero-Ávila M,Rosado-Abón A,Flores-Álamo M,Iglesias-Arteaga MA

doi

10.1016/j.steroids.2013.05.013

subject

Has Abstract

pub_date

2013-09-01 00:00:00

pages

798-802

issue

9

eissn

0039-128X

issn

1878-5867

pii

S0039-128X(13)00123-2

journal_volume

78

pub_type

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