STEREOSELECTIVE SYNTHESIS OF SQUALAMINE DESSULFATE

Authors
MORIARTY RM ENACHE LA KINNEY WA ALLEN CS CANARY JW TULADHAR SM GUO LA
Citation
Rm. Moriarty et al., STEREOSELECTIVE SYNTHESIS OF SQUALAMINE DESSULFATE, Tetrahedron letters, 36(29), 1995, pp. 5139-5142
Citations number
17
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
36
Issue
29
Year of publication
1995
Pages
5139 - 5142
Database
ISI
SICI code
0040-4039(1995)36:29<5139:SSOSD>2.0.ZU;2-I
Abstract
Squalamine dessulfate (24R) and the unnatural product squalamine dessu lfate (24S) have been synthesized from stigmasterol. The key step in e stablishing the C24 stereochemistry is attachment of the sidechain at C22 using either (2R)- or (2S)-1,2-epoxy-3-methylbutane to yield the c holesteryl precursors of the epimeric squalamine dessulfates.