Synthetic studies on altohyrtins (spongistatins): synthesis of the C29-C44(EF) portion

Authors
Terauchi, T Morita, M Kimijima, K Nakamura, Y Hayashi, G Tanaka, T Kanoh, N Nakata, M
Citation
T. Terauchi et al., Synthetic studies on altohyrtins (spongistatins): synthesis of the C29-C44(EF) portion, TETRAHEDR L, 42(32), 2001, pp. 5505-5508
Citations number
33
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
32
Year of publication
2001
Pages
5505 - 5508
Database
ISI
SICI code
0040-4039(20010806)42:32<5505:SSOA(S>2.0.ZU;2-I
Abstract
The C29-C44 portion of altohyrtins (spongistatins) has been prepared from 1 ,5-pentanediol and D-glucose in a stereoselective manner. The convergent sy nthesis relied on a coupling reaction of the C29-C37 vinyl bromide and the C38-C44 Weinreb amide, diastereoselective reduction of the C38 ketone, and stereoselective formation of the C33-C37 (E ring) acetal. (C) 2001 Elsevier Science Ltd. All ria ts reserved.