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Efficient Synthesis of Cyclic Sulfoximines from N‐Propargylsulfinamides through Sulfur–Carbon Bond Formation
Author(s) -
Aota Yusuke,
Maeda Yoshiaki,
Kano Taichi,
Maruoka Keiji
Publication year - 2019
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201904501
Subject(s) - sulfur , stereospecificity , chemistry , carbon fibers , catalysis , base (topology) , organic chemistry , enantioselective synthesis , combinatorial chemistry , materials science , mathematics , mathematical analysis , composite number , composite material
Cyclic sulfoximines were readily synthesized by the cyclization of N‐propargylsulfinamides without using expensive and toxic metal catalysts. This cyclization proceeded without loss of optical purity of chiral sulfinamides through the unusual sulfur–carbon bond formation promoted by an inexpensive inorganic base. This stereospecific cyclization offers a general approach to the asymmetric synthesis of chiral cyclic sulfoximines as an emerging heterocycle in medicinal chemistry.