Department of Life Science and Applied Chemistry, Graduate School of Engineering, Nagoya Institute of Technology , Gokiso, Showa-ku, Nagoya 466-8555, Japan.
Frontier Research Institute for Material Science, Nagoya Institute of Technology , Gokiso, Showa-ku, Nagoya 466-8555, Japan.
Org Lett. 2018 Feb 2;20(3):856-859. doi: 10.1021/acs.orglett.7b04022. Epub 2018 Jan 19.
The first catalytic enantioselective reaction of 2H-azirines with thiols has been developed. The obtained aziridines can be converted to optically active oxazolines, aziridylamides, or α-sulfonyl esters. Transformation of these optically active aziridines showed that 2H-azirines act as β,β-dicarbocationic amine synthons.
首例 2H-氮丙啶与硫醇的催化对映选择性反应已经开发出来。得到的氮丙啶可以转化为光学活性恶唑啉、氮丙啶酰胺或α-砜酯。这些光学活性氮丙啶的转化表明 2H-氮丙啶作为β,β-二碳阳离子胺前体。