DECARBONYLATION OF ALPHA-TERTIARY AMINO-ACIDS - APPLICATION TO THE SYNTHESIS OF POLYHYDROXYLATED INDOLIZIDINES

Authors
RODRIGUEZ R BERMEJO F
Citation
R. Rodriguez et F. Bermejo, DECARBONYLATION OF ALPHA-TERTIARY AMINO-ACIDS - APPLICATION TO THE SYNTHESIS OF POLYHYDROXYLATED INDOLIZIDINES, Tetrahedron letters, 37(31), 1996, pp. 5581-5584
Citations number
17
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
37
Issue
31
Year of publication
1996
Pages
5581 - 5584
Database
ISI
SICI code
0040-4039(1996)37:31<5581:DOAA-A>2.0.ZU;2-C
Abstract
The decarbonylation of the bicyclic alpha-tertiary amino acid 16 easil y obtained from D,L-pipecolic acid, is the key step in our strategy to prepare polyhydroxylated indolizidines. Thermal fragmentation of the acyl chloride 17 allowed us access to the enamide 19, which has been d escribed as a valuable intermediate in the synthesis of (+/-)-swainson ine. Copyright (C) 1996 Elsevier Science Ltd