Journal
ORGANIC LETTERS
Volume 23, Issue 8, Pages 3179-3183Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.1c00889
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Funding
- Royal Society (U.K.) through an SERB-Newton International Fellowship [NIF \R1\180142]
- Science and Engineering Research Board (SERB, India) through an SERB-Newton International Fellowship [NIF \R1\180142]
- Advantage West Midlands (AWM)
- European Regional Development Fund (ERDF)
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Compounds containing bicyclo[1.1.1]pentane (BCP) adjacent to a chiral center can be prepared with high enantiomeric excess through asymmetric transfer hydrogenation (ATH) of adjacent ketones. The reduction method is applied to the synthesis of a BCP analogue of the antihistamine drug neobenodine.
Compounds a containing bicyclo[1.1.1]pentane (BCP) adjacent to a chiral center can be prepared with high enantiomeric excess through asymmetric transfer hydrogenation (ATH) of adjacent ketones. In the reduction step, the BCP occupies the position distant from the eta(6)-arene of the catalyst. The reduction was applied to the synthesis of a BCP analogue of the antihistamine drug neobenodine.
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