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Accessing highly functionalized cyclopentanoids via a cascade palladation approach: unprecedented benzylic C-H
P V Santhini1, A S Smrithy2, C P Irfana Jesin2
1Organic Chemistry Section, CSIR-National Institute for Interdisciplinary Science and Technology (CSIR-NIIST), Thiruvananthapuram-19, India. radhu2005@gmail.com jubijohn@niist.res.in and Academy of Scientific and Innovative Research (AcSIR), CSIR-NIIST, Thiruvananthapuram-19, India.
Abstract:
A Pd-catalyzed synthesis of 3,4,5-trisubstituted cyclopentenes from diazabicyclic olefins and o-iodobenzoates has been developed. The hitherto unknown cascade process involves three stages: carbopalladation, oxypalladation and a Tsuji-Trost reaction. We have also developed a facile route involving a novel benzylic C-H activation towards cyclopentenoindane moieties.
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