Hanqing Xie, Fengxi Li, Yaning Xu, Chunyu Wang, Yuelin Xu, Junhao Wu, Zhengqiang Li, Zhi Wang and Lei Wang
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引用次数: 2
Abstract
Hemoproteins have recently emerged as attractive biocatalysts for catalyzing carbene-mediated cyclopropanation, a synthetically valuable reaction not found in nature. In this study, we present a hemoglobin-catalyzed strategy for the highly stereoselective synthesis of nitrile-substituted cyclopropanes. This method offers efficiency and environmental friendliness by utilizing an asymmetric olefin cyclopropanation reaction catalyzed by wild-type Vitreoscilla hemoglobin in the presence of in situ generated diazoacetonitrile. A diverse range of nitrile-substituted cyclopropanes could be synthesized in water with exceptional stereoselectivity, achieving up to 99.9% de and ee and high turnover numbers of up to 3232. By employing this sustainable approach, not only can various chiral nitrile-substituted cyclopropanes be efficiently obtained, but also the practical application of hemoglobin in organic synthesis can be expanded.
期刊介绍：
Green Chemistry is a journal that provides a unique forum for the publication of innovative research on the development of alternative green and sustainable technologies. The scope of Green Chemistry is based on the definition proposed by Anastas and Warner (Green Chemistry: Theory and Practice, P T Anastas and J C Warner, Oxford University Press, Oxford, 1998), which defines green chemistry as the utilisation of a set of principles that reduces or eliminates the use or generation of hazardous substances in the design, manufacture and application of chemical products. Green Chemistry aims to reduce the environmental impact of the chemical enterprise by developing a technology base that is inherently non-toxic to living things and the environment. The journal welcomes submissions on all aspects of research relating to this endeavor and publishes original and significant cutting-edge research that is likely to be of wide general appeal. For a work to be published, it must present a significant advance in green chemistry, including a comparison with existing methods and a demonstration of advantages over those methods.
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