DIASTEREOSELECTIVE SYNTHESIS OF N-BENZOYL MYCALAMINE, THE FULLY ELABORATED TRIOXADECALIN NUCLEUS OF MYCALAMIDE-A - CONTROL OF THE KEY N-ACYL AMINAL STEREOCENTER VIA CARBAMATE ACYLATION

Authors
MARRON TG ROUSH WR
Citation
Tg. Marron et Wr. Roush, DIASTEREOSELECTIVE SYNTHESIS OF N-BENZOYL MYCALAMINE, THE FULLY ELABORATED TRIOXADECALIN NUCLEUS OF MYCALAMIDE-A - CONTROL OF THE KEY N-ACYL AMINAL STEREOCENTER VIA CARBAMATE ACYLATION, Tetrahedron letters, 36(10), 1995, pp. 1581-1584
Citations number
28
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
36
Issue
10
Year of publication
1995
Pages
1581 - 1584
Database
ISI
SICI code
0040-4039(1995)36:10<1581:DSONMT>2.0.ZU;2-#
Abstract
A highly diastereoselective synthesis of N-benzoyl mycalamine (8), cor responding to the C(10)-C(18) amine fragment of mycalamide A, is descr ibed. The synthesis features a highly stereoselective acylation of car bamate 7 that permits the stereochemistry of the key C(10)-N-acyl amin al center to be controlled.