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A model study toward the total synthesis of N-deacetyllappaconitine.

Authors :
Taber DF
Liang JL
Chen B
Cai L
Source :
The Journal of organic chemistry [J Org Chem] 2005 Oct 28; Vol. 70 (22), pp. 8739-42.
Publication Year :
2005

Abstract

[reaction: see text] A model study leading to the preparation of the AEF rings of N-deacetyllappaconitine is described. The conjugate addition to the alpha-alkyl cyclohexenone 10 proceeded with high diastereocontrol. The Mannich cyclization of 16 to 4 was accomplished by heating with Rexyn-300 and Na(2)SO(4).

Subjects

Subjects :
Aconitine chemical synthesis
Aconitine chemistry
Alkylation
Cyclization
Cyclohexanes chemistry
Cyclohexenes
Hydrocarbons chemistry
Methane analogs & derivatives
Methane chemistry
Models, Chemical
Molecular Structure
Aconitine analogs & derivatives

Details

Language :
English
ISSN :
0022-3263
Volume :
70
Issue :
22
Database :
MEDLINE
Journal :
The Journal of organic chemistry
Publication Type :
Academic Journal
Accession number :
16238304
Full Text :
https://doi.org/10.1021/jo051155y
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