Influence of the substitution pattern on the Pb(OAc)(4) mediated oxidativecleavage of steroidal 1,2-diols

Citation
Jim. Hernando et al., Influence of the substitution pattern on the Pb(OAc)(4) mediated oxidativecleavage of steroidal 1,2-diols, TETRAHEDR-A, 10(20), 1999, pp. 3977-3989
Citations number
34
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON-ASYMMETRY
ISSN journal
09574166 → ACNP
Volume
10
Issue
20
Year of publication
1999
Pages
3977 - 3989
Database
ISI
SICI code
0957-4166(19991015)10:20<3977:IOTSPO>2.0.ZU;2-M
Abstract
A rapid increase in molecular complexity, modulated by the substitution pat tern, upon treatment of steroidal unsaturated diols with lead tetraacetate is presented. The steric and electronic factors involved in these cascade t ype transformations are investigated, the products serving as useful mechan istic probes. (C) 1999 Elsevier Science Ltd. All rights reserved.