Synthesis of the South unit of cephalostatin. 7. Total syntheses of (+)-cephalostatin 7, (+)-cephalostatin 12, and (+)-ritterazine K

Authors
Jeong, JU Guo, CX Fuchs, PL
Citation
Ju. Jeong et al., Synthesis of the South unit of cephalostatin. 7. Total syntheses of (+)-cephalostatin 7, (+)-cephalostatin 12, and (+)-ritterazine K, J AM CHEM S, 121(10), 1999, pp. 2071-2084
Citations number
44
Categorie Soggetti
Chemistry & Analysis",Chemistry
Journal title
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
ISSN journal
00027863 → ACNP
Volume
121
Issue
10
Year of publication
1999
Pages
2071 - 2084
Database
ISI
SICI code
0002-7863(19990317)121:10<2071:SOTSUO>2.0.ZU;2-B
Abstract
Transformation of alcohol 4 to alpha-azidoketone 6, a hexacyclic steroid be aring the requisite functionality and spiroketal stereochemistry of the sym chiral South portion of cephalostatin 7 (10) is described. Reaction of a 1: 1 mixture of alpha-azidoketones 5 and 6 with sodium hydrogen telluride is f ollowed by cleavage of the protecting groups cephalostatin 12 (9), cephalos tatin 7 (10), and ritterazine K (11).