132697-07-5Relevant articles and documents
First asymmetrie synthesis of frans-3,4-dimethyl-4-arylpiperidines
Furkert, Daniel P.,Husbands, Stephen M.
, p. 3769 - 3771 (2008/02/14)
The first asymmetric synthesis of the trans-3,4-dimethyl-4-arylpiperidine opioid antagonist scaffold is reported. C-3 stereochemistry was established via CBS reduction and stereoselective anti-SN2′ cuprate displacement of the derived allylic phosphonate. The resultant vinyl bromide was then elaborated to the target compound by Suzuki coupling and frans-selective 4-methylation. Extension of this methodology should allow general enantioselective access to highly substituted piperidine ring systems.
Synthesis and Absolute Configuration of LY255582, a Potent Opioid Antagonist
Mitch, Charles H.,Zimmerman, Dennis M.,Snoddy, John D.,Reel, Jon K.,Cantrell, Buddy E.
, p. 1660 - 1663 (2007/10/02)
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