TOTAL SYNTHESIS OF THE THREO, TRANS, THREO-MONO-TETRAHYDROFURAN ANNONACEOUS ACETOGENIN LONGIFOLICIN

Citation
Ja. Marshall et Hj. Jiang, TOTAL SYNTHESIS OF THE THREO, TRANS, THREO-MONO-TETRAHYDROFURAN ANNONACEOUS ACETOGENIN LONGIFOLICIN, Tetrahedron letters, 39(12), 1998, pp. 1493-1496
Citations number
14
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404039
Volume
39
Issue
12
Year of publication
1998
Pages
1493 - 1496
Database
ISI
SICI code
0040-4039(1998)39:12<1493:TSOTTT>2.0.ZU;2-A
Abstract
An enantioselective synthesis of the C-35 threo, trans, threo-mono-tet rahydrofuran annonaceous acetogenin longifolicin through use of chiral long-chain alpha- and gamma-OMOM allylic stannanes and (E)-ethyl 3-fo rmyl-2-propenoate as the starting materials is described. The synthesi s is structurally definitive and potentially applicable to other membe rs of this family of cytotoxic acetogenins. (C) 1998 Elsevier Science Ltd. All rights reserved.