Enantioselective total synthesis of (-)-xialenon A.
The first total synthesis of (-)-xialenon A (1) via conjugate allylation of a 1,5-cyclooctadiene-derived bicyclo[3.3.0]octenone 3 and an alpha'-hydroxylation on the more hinderd face of enone 9 using hypervalent iodine chemistry, is described.
Hodgson
David M
DM
Dyson Perrins Laboratory, Department of Chemistry, University of Oxford, South Parks Road, Oxford, UK OX1 3QY. david.hodgson@chem.ox.ac.uk
Galano
Jean-Marie
JM
Christlieb
Martin
M
D000478:Alkylation; D001685:Biological Factors / Q000138:chemical synthesis*; D034242:Cyclooctanes / Q000737:chemistry; D006900:Hydroxylation; D013237:Stereoisomerism; D013302:Streptomyces / Q000737:chemistry*
D001685:Biological Factors; D034242:Cyclooctanes