Synthesis 2007(15): 2307-2312  
DOI: 10.1055/s-2007-983791
PAPER
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Homochiral 2-(2-Arylethyl)piperazines

John M. Schaus*, Joseph H. Krushinski, Kevin M. Ruley, Vincent P. Rocco
Discovery Chemistry Research and Technology, Lilly Research Laboratories, Lilly Corporate Center, Indianapolis, IN 46285, USA
Fax: +1(317)2767600; e-Mail: schaus_john_m@Lilly.com;
Further Information

Publication History

Received 13 March 2007
Publication Date:
12 July 2007 (online)

Abstract

The synthesis of a series of (S)-2-(2-arylethyl)piper­azines was achieved from (S)-1,4-dibenzyl-2-vinylpiperazine via a tandem hydroboration/Suzuki coupling sequence followed by cleavage of the N-benzyl protecting groups.

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    For those cases in which debenzylation was not complete, the crude reaction product was resubjected to the reaction conditions.