Journal
ORGANIC LETTERS
Volume 22, Issue 9, Pages 3438-3443Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.0c00901
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- Department of Science and Technology New Delhi [SB/S1/OC-42/2013]
- University Grants Commission of India (UGC)
- CSIR New Delhi
- IITBombay
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Various aryl Fischer carbenes reacted with alkynes having adjacent acyloxy or carbonate groups to regioselectively deliver 3-substituted 1-indanones. The acyloxy or carbonate group probably coordinates with the Cr metal to give a tetra-coordinated chromium complex forming a six-membered ring that retards CO insertion for ketene formation, which is required for benzannulation. Alternatively, the ortho position aryl ring attack results in pentannulation, providing regioselectively 3-substituted 1-indanones. The method is extended to the synthesis of the core structure of 3-epi-mutisianthol.
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