Asymmetric synthesis of cyclopentanones through dual Lewis acid-catalysed [3+2]-cycloaddition of donor-acceptor cyclopropanes with ketenes.

Published on Nov 7, 2019in Chemical Communications6.164
· DOI :10.1039/C9CC07477E
Mukulesh Mondal1
Estimated H-index: 1
(Oakland University),
Mukulesh Mondal8
Estimated H-index: 8
(Oakland University)
+ 2 AuthorsNessan J. Kerrigan12
Estimated H-index: 12
(DCU: Dublin City University)
When InBr3-EtAlCl2 (15–30 mol%) was used as a dual Lewis acid system to promote the formal [3+2]-cycloaddition of enantioenriched donor–acceptor cyclopropanes with ketenes, cyclopentanones were formed in good to excellent yields (84–99%, 18 examples), and with excellent transfer of chirality (15 examples, 90% ee to >99% ee).
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