Catalytic Anti-Markovnikov Transformations of Hindered Terminal Alkenes Enabled by Aldehyde-Selective Wacker-Type Oxidation

KE Kim, J Li, RH Grubbs, BM Stoltz

Index: Tschaen, Brittany A.; Schmink, Jason R.; Molander, Gary A. Organic Letters, 2013 , vol. 15, # 3 p. 500 - 503

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Abstract

... to generate aldehyde 5b in good yield (Entry 2). Gratifyingly, oxidation of complex organic molecules was ... Further oxidation(15) of the crude aldehyde delivered tris-ethyl ester 11 in high yield whereas ... then BnNH 2 , TMSCN, THF, 23 °C; (d) nitrite-Wacker then Ph 3 P═CHCO 2 ...