Green Chemistry

Synthesis of renewable plasticizer alcohols by formal anti-Markovnikov hydration of terminal branched chain alkenes via a borane-free oxidation/reduction sequence

BG Harvey, HA Meylemans, RL Quintana

Index: Harvey, Benjamin G.; Meylemans, Heather A.; Quintana, Roxanne L. Green Chemistry, 2012 , vol. 14, # 9 p. 2450 - 2456

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Citation Number: 3

Abstract

An efficient method for the formal anti-Markovnikov hydration of 1, 1-disubstituted alkenes has been developed. The utility of the process has been demonstrated by conversion of bio- derived butene oligomers into primary alcohols through initial oxidation to vicinal acetoxy- alcohols, diols, or diacetates, followed by selective dehydration/tautomerization of the diols, and hydrogenation of the intermediary aldehydes. This approach allows for the isolation of ...