Journal
ORGANIC LETTERS
Volume 16, Issue 16, Pages 4062-4065Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol501204m
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- TU Dortmund
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The uncatalyzed intramolecular carbonyl ene (ICE) reaction of substituted epsilon,zeta-unsaturated alpha-keto esters to terpenoid-related building blocks has been studied. We found a beneficial effect of a silyl substituent at the ene segment on the kinetics of the ICE reaction. A generalizable and scalable synthesis of epsilon,zeta-unsaturated alpha-keto esters from allylic alcohols was developed.
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