Journal
ORGANIC LETTERS
Volume 22, Issue 20, Pages 7879-7884Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.0c02787
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Funding
- SERB New Delhi [EMR/2016/002517]
- DAE
- NISER
- UGC
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An assortment of aromatic ketones was successfully functionalized with a variety of unactivated secondary alcohols that serve as alkylating agents, providing beta-disubstituted ketone products in good to excellent yields. Remarkably, challenging substrates such as simple acetophenone derivatives are effectively alkylated under this ruthenium catalysis. The substituted cyclohexanol compounds displayed product-induced diastereoselectivity. Mechanistic studies indicate the involvement of the hydrogen-borrowing pathway in these alkylation reactions. Notably, this selective and catalytic C-C bond-forming reaction requires only a minimal load of catalyst and base and produces H2O as the only byproduct, making this protocol attractive and environmentally benign.
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