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- W2897812858 endingPage "14654" @default.
- W2897812858 startingPage "14647" @default.
- W2897812858 abstract "We present herein an unprecedented enantioselective isomerization of homoallylic and bishomoallylic secondary alcohols, catalyzed by a commercially available rhodium-complex and a base. This catalytic redox-neutral process provides an effective access to chiral ketones in high efficiency and enantioselectivity, without the use of any stoichiometric reagent or generation of any waste. For the reaction of homoallylic alcohols, this system achieved not only a stereoconvergent access to chiral ketones bearing a β-stereocenter (up to 95%, 86% ee) but also a concomitant oxidative kinetic resolution of the alcohol substrates (S > 20). In the case of bishomoallylic alcohols, an intriguing ligand-induced divergent reactivity was observed. A terminal-to-internal alkene isomerization promoted by Rh/L7 followed by redox isomerization using Rh/BINAP system produced chiral ketones bearing a γ-stereocenter with high yield and enantioselectivity. Mechanistic studies provided strong support for the redox-isomerization pathway with chain walking of the key alkyl-Rh intermediate." @default.
- W2897812858 created "2018-10-26" @default.
- W2897812858 creator A5024365706 @default.
- W2897812858 creator A5028072630 @default.
- W2897812858 creator A5029390859 @default.
- W2897812858 creator A5038436779 @default.
- W2897812858 creator A5047570107 @default.
- W2897812858 date "2018-10-15" @default.
- W2897812858 modified "2023-10-18" @default.
- W2897812858 title "Rhodium-Catalyzed Enantioconvergent Isomerization of Homoallylic and Bishomoallylic Secondary Alcohols" @default.
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