TY - JOUR
T1 - Stereoselective synthesis of 2,3-dihydropyrroles from terminal alkynes, azides, and α,β-unsaturated aldehydes via N-sulfonyl-1,2,3-triazoles
AU - Miura, Tomoya
AU - Tanaka, Takamasa
AU - Hiraga, Kentaro
AU - Stewart, Scott G.
AU - Murakami, Masahiro
PY - 2013/9/18
Y1 - 2013/9/18
N2 - A stereoselective method for synthesis of trans-2,3-disubstituted 2,3-dihydropyrroles is reported. N-Sulfonyl-1,2,3-triazoles prepared from terminal alkynes generate α-imino rhodium carbene complexes, which when combined with α,β-unsaturated aldehydes produce trans-2,3- disubstituted dihydropyrroles. The method can be successfully applied to a one-pot process starting from terminal alkynes.
AB - A stereoselective method for synthesis of trans-2,3-disubstituted 2,3-dihydropyrroles is reported. N-Sulfonyl-1,2,3-triazoles prepared from terminal alkynes generate α-imino rhodium carbene complexes, which when combined with α,β-unsaturated aldehydes produce trans-2,3- disubstituted dihydropyrroles. The method can be successfully applied to a one-pot process starting from terminal alkynes.
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U2 - 10.1021/ja407166r
DO - 10.1021/ja407166r
M3 - Article
C2 - 23988194
AN - SCOPUS:84884494498
SN - 0002-7863
VL - 135
SP - 13652
EP - 13655
JO - Journal of the American Chemical Society
JF - Journal of the American Chemical Society
IS - 37
ER -