TOWARDS A TANDEM-RADICAL MACROCYCLIZATION-TRANSANNULAR CYCLIZATION APPROACH TO STEROIDS - TRANSANNULAR CYCLIZATIONS OF A MACROCYCLIC CORE

Authors
JAHN U CURRAN DP
Citation
U. Jahn et Dp. Curran, TOWARDS A TANDEM-RADICAL MACROCYCLIZATION-TRANSANNULAR CYCLIZATION APPROACH TO STEROIDS - TRANSANNULAR CYCLIZATIONS OF A MACROCYCLIC CORE, Tetrahedron letters, 36(49), 1995, pp. 8921-8924
Citations number
22
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
36
Issue
49
Year of publication
1995
Pages
8921 - 8924
Database
ISI
SICI code
0040-4039(1995)36:49<8921:TATMCA>2.0.ZU;2-S
Abstract
The triple transannular radical cyclization of phenylseleno-8-hydroxy- 4,9,13-cycloheptadecatriene (1a) provided a product 2 possessing the s teroid ring skeleton of unassigned configuration in 4% isolated yield. A high yielding transannular cyclization of the related diene lacking the Delta(4,5)-double bond identifies the second cyclization as the A chilles heel of the triene cyclization.