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A protocol for the cobalt-catalyzed oxidative esterification of allylic/benzylic C(sp3)–H bonds with carboxylic acids was developed in this work. Mechanistic studies revealed that C(sp3)–H bond activation in the hydrocarbon was… Click to show full abstract
A protocol for the cobalt-catalyzed oxidative esterification of allylic/benzylic C(sp3)–H bonds with carboxylic acids was developed in this work. Mechanistic studies revealed that C(sp3)–H bond activation in the hydrocarbon was the turnover-limiting step and the in-situ formed [Co(III)]Ot-Bu did not engage in hydrogen atom abstraction (HAA) of a C–H bond. This protocol was successfully incorporated into a synthetic pathway to β-damascenone that avoided the use of NBS.
Keywords:
esterification allylic;
benzylic sp3;
cobalt catalyzed;
oxidative esterification;
allylic benzylic;
catalyzed oxidative
Journal Title: Tetrahedron
Year Published: 2017
Link to full text (if available)
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Journal Title: Tetrahedron
Year Published: 2017
Link to full text (if available)
Share on Social Media: Sign Up to like & get
recommendations!