Home Chemistry Vitreoscilla hemoglobin: a pure carbene switch catalyst for diastereo- and enantioselective synthesis of nitrile-substituted cyclopropanes

Vitreoscilla hemoglobin: a pure carbene switch catalyst for diastereo- and enantioselective synthesis of nitrile-substituted cyclopropanes

Vitreoscilla hemoglobin: a pure carbene switch catalyst for diastereo- and enantioselective synthesis of nitrile-substituted cyclopropanes

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Hemoproteins have lately emerged as engaging biocatalysts for catalyzing carbene-mediated cyclopropanation, a synthetically useful response not present in nature. On this research, we current a hemoglobin-catalyzed technique for the extremely stereoselective synthesis of nitrile-substituted cyclopropanes. This technique presents effectivity and environmental friendliness by using an uneven olefin cyclopropanation response catalyzed by wild-type Vitreoscilla hemoglobin within the presence of in situ generated diazoacetonitrile. A various vary of nitrile-substituted cyclopropanes could possibly be synthesized in water with distinctive stereoselectivity, reaching as much as 99.9% de and ee and excessive turnover numbers of as much as 3232. By using this sustainable method, not solely can numerous chiral nitrile-substituted cyclopropanes be effectively obtained, but additionally the sensible software of hemoglobin in natural synthesis may be expanded.

Graphical abstract: Vitreoscilla hemoglobin: a natural carbene transfer catalyst for diastereo- and enantioselective synthesis of nitrile-substituted cyclopropanes

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