TANDEM N-ACYLIMINIUM-MICHAEL ADDITION-REACTION - AN EFFICIENT TOTAL SYNTHESIS OF THE QUINOLIZIDINE ALKALOIDS (+ -)-MYRTINE AND (+/-)-LASUBINE-II/

Citation
Ra. Pilli et al., TANDEM N-ACYLIMINIUM-MICHAEL ADDITION-REACTION - AN EFFICIENT TOTAL SYNTHESIS OF THE QUINOLIZIDINE ALKALOIDS (+ -)-MYRTINE AND (+/-)-LASUBINE-II/, Tetrahedron letters, 34(17), 1993, pp. 2729-2732
Citations number
21
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404039
Volume
34
Issue
17
Year of publication
1993
Pages
2729 - 2732
Database
ISI
SICI code
0040-4039(1993)34:17<2729:TNA-AE>2.0.ZU;2-M
Abstract
A short and efficient preparation of the quinolizidine alkaloids (+/-) -lasubine II (1) and (+/-)-myrtine (2) is described featuring the tand em N-acyliminium ion- Michael addition of 2-trimethylsilyloxy butadien es to ethoxycarbamate 4 promoted by TMSOTf.