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

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).

SUBMITTER: Taber DF

PROVIDER: S-EPMC3248817 | biostudies-literature | 2005 Oct

REPOSITORIES: biostudies-literature

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

Taber Douglass F DF Liang Jiang-Lin JL Chen Bei B Cai Lisi L

The Journal of organic chemistry 20051001 22

[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). ...[more]

PMID: 16238304

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