TOTAL SYNTHESIS OF HEMIBREVETOXIN-B

Authors
KADOTA I JUNGYOUL P KOUMURA N POLLAUD G MATSUKAWA Y YAMAMOTO Y
Citation
I. Kadota et al., TOTAL SYNTHESIS OF HEMIBREVETOXIN-B, Tetrahedron letters, 36(32), 1995, pp. 5777-5780
Citations number
11
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
36
Issue
32
Year of publication
1995
Pages
5777 - 5780
Database
ISI
SICI code
0040-4039(1995)36:32<5777:TSOH>2.0.ZU;2-B
Abstract
The total synthesis of Hemibrevetoxin B is described. A new cyclizatio n approach, based on the Lewis acid mediated intramolecular cyclizatio n of the gamma-oxo-substituted allylic tin having an aldehyde group, p roduced the 6-6-7-7 polycyclic ether skeleton of the natural product w ith high stereoselectivity. The H-1 and C-13-NMR spectra of synthetic hemibrevetoxin B was identical with those of natural product.