Journal
ORGANIC LETTERS
Volume 23, Issue 15, Pages 6084-6089Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.1c02153
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Funding
- Natural Science Foundation of Shandong Province [ZR2019MB003]
- Key Research and Development Program of Shandong Province [2018GGX109010]
- Scientific Development Program of Traditional Chinese Medicine of Shandong Province [20190351]
- High-Level Project Cultivation Program of TSMC [2018GCC16]
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This study reveals the mechanistic pathway of the formal hydroacylation reactions of vinyl epoxides with chelating aldehydes enabled by rhodium catalysis, highlighting the importance of the presence of a 2-vinyl group for the success of the regioselective reaction.
Herein we disclose the first example of the formal hydroacylation reactions of vinyl epoxides with chelating aldehydes enabled by rhodium catalysis for the efficient construction of functionalized esters. Detailed investigations of the mechanistic pathway reveal that the presence of a 2-vinyl group is essential in contributing to the success of this regioselective reaction, which might proceed through beta-carbon cleavage as the key procedure.
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