A TOTAL SYNTHESIS OF ESTRADIOL AND ITS 6,6-DIMETHYL ANALOG

Authors
COLLINS MA JONES DN
Citation
Ma. Collins et Dn. Jones, A TOTAL SYNTHESIS OF ESTRADIOL AND ITS 6,6-DIMETHYL ANALOG, Tetrahedron letters, 36(25), 1995, pp. 4467-4470
Citations number
7
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
36
Issue
25
Year of publication
1995
Pages
4467 - 4470
Database
ISI
SICI code
0040-4039(1995)36:25<4467:ATSOEA>2.0.ZU;2-X
Abstract
A short, stereoselective synthesis of estradiol, and its 6,6-dimethyl analogue, was accomplished from non-steroidal starting materials. A ke y feature was the use of a benzo[b]thiophene unit to effect (i) the st ereoselective formation of the required 8 beta-H configuration,(2) (ii ) the natural steroid configuration at C-9 by desulfurization, and (ii i) the regioselective oxygenation at C-3.