A GENERAL-ROUTE FOR THE SYNTHESIS OF ENANTIOPURE INDOLIZIDINE ALKALOIDS FROM ALPHA-AMINO-ACIDS - TOTAL SYNTHESIS OF (-MONOMORINE())

Authors
ANGLE SR BREITENBUCHER JG
Citation
Sr. Angle et Jg. Breitenbucher, A GENERAL-ROUTE FOR THE SYNTHESIS OF ENANTIOPURE INDOLIZIDINE ALKALOIDS FROM ALPHA-AMINO-ACIDS - TOTAL SYNTHESIS OF (-MONOMORINE()), Tetrahedron letters, 34(25), 1993, pp. 3985-3988
Citations number
22
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
34
Issue
25
Year of publication
1993
Pages
3985 - 3988
Database
ISI
SICI code
0040-4039(1993)34:25<3985:AGFTSO>2.0.ZU;2-G
Abstract
The ant trail pheromone (+)-Monomorine was synthesized in 9 steps from N-t-BOC-L-alanine ethyl ester. The key step of the synthesis is the c onformationally restricted Claisen rearrangement of lactone 9 to pipec olic ester 11.