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Catalytic Intermolecular C(sp3)–H Amination with Sulfamates for the Asymmetric Synthesis of Amines
Organic Process Research & Development ( IF 3.4 ) Pub Date : 2019-11-26 , DOI: 10.1021/acs.oprd.9b00424
Ali Nasrallah 1 , Yanis Lazib 1 , Vincent Boquet 1 , Benjamin Darses 1, 2 , Philippe Dauban 1
Affiliation  

A practical catalytic asymmetric benzylic C(sp3)–H amination through the intermolecular insertion of a rhodium-bound nitrene species is reported. The reaction of various substrates (used as the limiting component) with the readily accessible sulfamate PfbsNH2 and the chiral rhodium(II) catalyst Rh2(S-tfptad)4 in the presence PhI(OPiv)2 can be performed on a multigram scale, affording the corresponding benzylic amines with high levels of efficiency and enantiocontrol. This process offers new opportunities for the asymmetric synthesis of amines.

中文翻译:

氨基磺酸酯催化分子间C(sp 3)-H胺的不对称合成

据报道,通过分子间插入铑键合的氮原子,可实现催化不对称的苄基C(sp 3)-H胺化反应。在存在PhI(OPiv)2的情况下,各种底物(用作限制组分)与易于获得的氨基磺酸盐PfbsNH 2和手性铑(II)催化剂Rh 2S -tfptad)4的反应可以以克数进行。 ,从而提供相应的苄基胺,且具有较高的效率和对映体控制能力。该方法为胺的不对称合成提供了新的机会。
更新日期:2019-11-26
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