ENANTIOSELECTIVE TOTAL SYNTHESIS OF (-LABD-8(17)-ENE-3-BETA,15-DIOL AND (-)-LABD-8(17)-ENE-3-BETA,7-ALPHA,15-TRIOL())

Authors
PEMP A SEIFERT K
Citation
A. Pemp et K. Seifert, ENANTIOSELECTIVE TOTAL SYNTHESIS OF (-LABD-8(17)-ENE-3-BETA,15-DIOL AND (-)-LABD-8(17)-ENE-3-BETA,7-ALPHA,15-TRIOL()), Tetrahedron letters, 38(12), 1997, pp. 2081-2084
Citations number
25
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
38
Issue
12
Year of publication
1997
Pages
2081 - 2084
Database
ISI
SICI code
0040-4039(1997)38:12<2081:ETSO(A>2.0.ZU;2-J
Abstract
Enantioselective total synthesis of the labdane diterpenes (+)-labd-8( 17)-ene-3 beta,15-diol ((+)-1) and (-)-labd-8(17)-ene-3 beta,7 alpha, 15-triol ((-)-2) was achieved starting from the (S)-(+)-enantiomer of the Wieland-Miescher ketone (+)-3 and the (R)-(+)-enantiomer of lacton e (+)-13. These results established that the natural compounds (+)-1 a nd (-)-2 possess the (13S) absolute configuration. (C) 1997 Published by Elsevier Science Ltd.