Total Synthesis and Determination of the Absolute Configuration of Epibatidine.

Stephen Robert Fletcher,Raymond Baker,Mark Stuart Chambers,Richard H. Herbert,Sarah Christine Hobbs,Steven R. Thomas,Hugh M. Verrier,Alan P. Watt,Richard G. Ball

ChemInform（1994）

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摘要

The synthesis of (+)- and (-)-epibatidine (exo-2-(2-chloropyridin-5-yl)-7-azabicyclo[2.2.1]heptane) via reaction of 5-lithio-2-chloropyridine with (+)- and (-)-N-BOC-7-azabicyclo [2.2.1]heptan-2-one is described. The absolute configuration of the natural product is shown to be 1R,2R,4S

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