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Enantioselective Syntheses of 2-alkyl- And 2,6-dialkylpiperidine Alkaloids: Preparations of the Hydrochlorides of (-)-Coniine, (-)-Solenopsin A, and (-)-Dihydropinidine

Enantioselective Syntheses of 2-alkyl- And 2,6-dialkylpiperidine Alkaloids: Preparations of the Hydrochlorides of (-)-Coniine, (-)-Solenopsin A, and (-)-Dihydropinidine

T J Wilkinson, N W Stehle, P Beak

Org Lett. 2000 Jan 27;2(2):155-8.

PMID: 10814270

Abstract:

[reaction: see text] Sequences of lithiation-substitution, enantioselective hydrogenation, and diastereoselective lithiation-substitution provide efficient highly enantioselective syntheses of 2-substituted and cis and trans 2,6-disubstituted piperidines. The methodology is demonstrated by syntheses of (-)-coniine, (-)-solenopsin A, and (-)-dihydropinidine as their hydrochlorides.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP15991590	Coniine hydrochloride		15991-59-0	Price

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