CuH-Catalyzed Enantioselective Desymmetrization of Cyclic 1,3-Diketones
In: Organic Letters, Jg. 24 (2022-11-03), S. 8233-8238
Online
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Zugriff:
Herein, we report a CuH-catalyzed asymmetric desymmetrization of prochiral cyclopentane-1,3-diones to access cyclic 3-hydroxy ketones having an all-carbon quaternary center with high diastereoselectivity via hydrosilylation using PMHS as an inexpensive hydride source. This reaction displays high functional group tolerance including reducible alkyne, alkene, and ester groups with a broad substrate scope. The importance of chiral cyclic 3-hydroxy ketone building blocks was also demonstrated through the synthesis of (-)-estrone, the toxicodenane E core, and fused indoles.
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CuH-Catalyzed Enantioselective Desymmetrization of Cyclic 1,3-Diketones
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Autor/in / Beteiligte Person: | Patil, Vaibhav B. ; Jadhav, Sandip B. ; Jagadeesh Babu Nanubolu ; Chegondi, Rambabu |
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Zeitschrift: | Organic Letters, Jg. 24 (2022-11-03), S. 8233-8238 |
Veröffentlichung: | American Chemical Society (ACS), 2022 |
Medientyp: | unknown |
ISSN: | 1523-7052 (print) ; 1523-7060 (print) |
DOI: | 10.1021/acs.orglett.2c03359 |
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