Catalytic carbene insertion into C-H bonds.

来自 ACS

阅读量:

217

作者:

MP DoyleR DuffyM RatnikovL Zhou

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摘要:

A study was conducted to investigate catalytic carbene insertion into C-H bonds. Investigations confirmed that C-C and C-H bond formation with the carbene occurred as the ligated metal dissociated at the same time without confirming to the same degree. Insertion into acrylic trans-substituted allylic C-H bonds gave high diastereocontrol despite relatively low diaestereoselectivity plaguing intermolecular C-H insertion with cyclic substrates. C-H insertion yields were higher due to less favorable competing cyclopropanation and the syn products forming with better enantiocontrol. It was also observed that the principal reaction competing with C-H insertion into allyl-OTBS was cyclopropanation.

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DOI:

10.1021/cr900239n

被引量:

826

年份:

2010

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来源期刊

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2011
被引量:178

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