期刊
JOURNAL OF ORGANIC CHEMISTRY
卷 69, 期 7, 页码 2431-2435出版社
AMER CHEMICAL SOC
DOI: 10.1021/jo049870f
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Vitamin B-12 derivatives were found for the first time to be general and efficient catalysts for asymmetric cyclopropanation of alkenes with ethyl diazoacetate (EDA). Among several common derivatives, aquocobalamin (B-12a) was shown to be the most effective catalyst for a variety of alkenes, providing cis-dominant cyclopropanes in excellent Yields and moderate enantioselectivity. Reactivity studies under different conditions suggest that the active species in the proposed catalytic cycle is the base-on cob(II)alamin (B-12r) that is generated possibly via in situ reduction of B-12a by EDA.
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