The asymmetric synthesis of terminal aziridines by methylene transfer from sulfonium ylides to imines

SA Kavanagh, A Piccinini, SJ Connon

文献索引：Kavanagh, Sarah A.; Piccinini, Alessandro; Connon, Stephen J. Organic and Biomolecular Chemistry, 2013 , vol. 11, # 21 p. 3535 - 3540

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被引用次数: 4

摘要

A new ylide-based protocol for the asymmetric aziridination of imines via methylene transfer has been developed involving the use of a simple chiral sulfonium salt and an organic strong base. A systematic study identified triisopropylphenyl sulfonylimines as optimal substrates for the process. Unexpectedly, hindered C2-symmetric sulfonyl salts incorporating bulky ethers at C-2 and C-5–which had previously been useful in the ...