Stereoselectivity in the Synthesis of 5'-Alkylated Nicotines
- 1 January 1986
- journal article
- research article
- Published by CLOCKSS Archive in HETEROCYCLES
- Vol. 24 (8) , 2315-2319
- https://doi.org/10.3987/r-1986-08-2315
Abstract
In the hydride reduction of enamines formed by the alkylation of cotinine (2) with organolithium reagents, the effect of some reaction conditions on the stereochemistry of the resulting 5''-alkylnicotines was studied. The acidity of the reaction medium was the main factor determining the stereochemistry of the products.Keywords
This publication has 3 references indexed in Scilit:
- The Synthesis of 5'-AlkylnicotinesHETEROCYCLES, 1986
- Organometallic methylation of nicotine and nicotine N-oxide. Reaction pathways and racemization mechanismsThe Journal of Organic Chemistry, 1983
- Transformations involving the pyrrolidine ring of nicotineJournal of the Chemical Society, Perkin Transactions 1, 1980