A PREDICTABLE ENANTIOSELECTIVE TOTAL SYNTHESIS OF (-CLAVULARIN-A())

Authors
WEINMANN H WINTERFELDT E
Citation
H. Weinmann et E. Winterfeldt, A PREDICTABLE ENANTIOSELECTIVE TOTAL SYNTHESIS OF (-CLAVULARIN-A()), Synthesis, (9), 1995, pp. 1097
Citations number
16
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Synthesis → ACNP
ISSN journal
00397881
Issue
9
Year of publication
1995
Database
ISI
SICI code
0039-7881(1995):9<1097:APETSO>2.0.ZU;2-G
Abstract
Cycloadduct 9 was transformed into vinylsilane 11 d in a conjugate add ition-alkylation sequence. Epoxidation and subsequent hydrolysis provi ded the clavularin adduct 14, which on flash vacuum pyrolysis (FVP) ga ve (+)-clavularin A (1) in 91% yield.