Synthesis of novel 16-spiro steroids: spiro-7'-(aryl)tetrahydro-1H-pyrrolo[1,2-c][1,3]thiazolo-trans-androsterone hybrid heterocycles.

Abstract:

:The 1,3-dipolar cycloaddition of azomethine ylide derived in situ from the reaction of acenaphthylene-1,2-dione and 1,3-thiazolane-4-carboxylic acid to various exocyclic dipolarophiles synthesized from trans-androsterone and trans-dehydroandrosterone afforded a library of novel spiro[5'.2″]acenaphthylene-1″-one-spiro[16.6']-(7'-aryl)-tetrahydro-1H-pyrrolo [1,2-c][1,3]thiazolo-trans-androsterone/dehydroandrosterone hybrid heterocycles respectively. These reactions proceeded stereo-specifically affording a single isomer of the 16-spiro steroids in excellent yields.

journal_name

Steroids

journal_title

Steroids

authors

Kanchithalaivan S,Kumar RR,Perumal S

doi

10.1016/j.steroids.2012.12.017

subject

Has Abstract

pub_date

2013-04-01 00:00:00

pages

409-17

issue

4

eissn

0039-128X

issn

1878-5867

pii

S0039-128X(13)00018-4

journal_volume

78

pub_type

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