期刊
PURE AND APPLIED CHEMISTRY
卷 84, 期 7, 页码 1633-1641出版社
WALTER DE GRUYTER GMBH
DOI: 10.1351/PAC-CON-11-11-21
关键词
alkaloid synthesis; azides; radicals; C-C bond formation; hydroboration; Schmidt reaction
Recent advances in radical azidation using sulfonyl azides are presented. For instance, radical carboazidation using alpha-iodoketones, desulfitative carboazidation, and anti-Markovnikov hydroazidation of alkenes are described. These novel methods tolerate a large number of functional groups and allow the synthesis of organic azides that would be difficult to synthesize otherwise. The transformation of the azides using reductive processes as well as a Schmidt reaction under nonacidic conditions were used to synthesize alkaloids including indolizidine 167B, monomorine I, cylindricine C, and lepadiformine C.
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