Tetrahedron Letters p. 5401 - 5404 (1990)
Update date:2022-08-05
Topics:
Martinelli, Michael J.
Peterson, Barry C.
A four-step stereoselective synthesis of picenadol (1) is reported, 1,3-Dimethyl-4-piperidone (3) underwent Horner-Wadsworth-Emmons reaction under conditions that did not yield double-bond isomerization, followed by a directed 1,4-addition with an aryl cuprate. Reduction and deprotection then afforded (1).
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