TOWARDS THE SYNTHESIS OF SWINHOLIDE-A AND SCYTOPHYCIN-C - A HIGHLY STEREOCONTROLLED SYNTHESIS OF (-)-PRE-SWINHOLIDE-A

Authors
PATERSON I CUMMING JG SMITH JD WARD RA YEUNG KS
Citation
I. Paterson et al., TOWARDS THE SYNTHESIS OF SWINHOLIDE-A AND SCYTOPHYCIN-C - A HIGHLY STEREOCONTROLLED SYNTHESIS OF (-)-PRE-SWINHOLIDE-A, Tetrahedron letters, 35(20), 1994, pp. 3405-3408
Citations number
29
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
35
Issue
20
Year of publication
1994
Pages
3405 - 3408
Database
ISI
SICI code
0040-4039(1994)35:20<3405:TTSOSA>2.0.ZU;2-5
Abstract
The fully protected monomeric unit 19 of the marine macrodiolide, swin holide A (1), was obtained with >97% ds by a Mukaiyama aldol reaction between 16 and 5, followed by a boron-mediated reduction to give the s yn 1,3-diol 18. Deprotection gave (-)-pre-swinholide A (2), the putati ve biosynthetic precursor of 1.