ASYMMETRIC TOTAL SYNTHESES OF (-CORONAFACIC ACID AND (+)-CORONATINE())

Citation
H. Toshima et al., ASYMMETRIC TOTAL SYNTHESES OF (-CORONAFACIC ACID AND (+)-CORONATINE()), Bioscience, biotechnology, and biochemistry, 61(4), 1997, pp. 752-753
Citations number
15
Categorie Soggetti
Biology,Agriculture,"Biothechnology & Applied Migrobiology","Food Science & Tenology
ISSN journal
09168451
Volume
61
Issue
4
Year of publication
1997
Pages
752 - 753
Database
ISI
SICI code
0916-8451(1997)61:4<752:ATSO(A>2.0.ZU;2-E
Abstract
An asymmetric total synthesis of (+)-coronafacic acid, starting from ( R)-(+)-3-acetoxy-2-cyclopen-1-one as a chiral source, was accomplished , Construction of the 1-hydrindanone framework was carried out by usin g intramolecular 1,6-conjugate addition as the key step, Coupling betw een (+)-coronafacic acid and protected coronamic acid, and subsequent deprotection provided (+)-coronatine, This is the first asymmetric tot al synthesis of (+)-coronatine.