Heterocyclic Compounds
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ChemInform Abstract: Asymmetric Synthesis. Part 34. Synthesis of Spiro-Piperidine Derivatives via the CN(R,S) Method.
First published: April 11, 1995
Abstract
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ChemInform Abstract
Cyclization of the halogenated cyano-piperidines (I) with lithium di- tert-butylbiphenyl does not give the expected imines (III), required as cephalotaxine moieties, but the spiro derivatives (II) by reductive decyanation. Reaction of (Ia) with lithium naphthalide depends on the reaction temperature. Product (IV) is proved to be formed from intermediate (IIIa).
