TY - JOUR
T1 - Stereocontrolled Photoinduced Glycosylation Using an Aryl Thiourea as an Organo photoacid
AU - Kimura, Tomoya
AU - Eto, Takahiro
AU - Takahashi, Daisuke
AU - Toshima, Kazunobu
N1 - Publisher Copyright:
© 2016 American Chemical Society.
PY - 2016/7/1
Y1 - 2016/7/1
N2 - Photoinduced glycosylation of alcohols with α-glucosyl trichloroacetimidates, using aryl urea and thioureas as organo photoacids, was examined under long wavelength UV (ultraviolet) irradiation. The results show, for the first time, that such glycosylations proceed effectively to give the corresponding glycosides in high yields. In addition, high β-stereoselectivity was obtained under high concentration conditions, whereas high α-stereoselectivity was realized under low concentration conditions.
AB - Photoinduced glycosylation of alcohols with α-glucosyl trichloroacetimidates, using aryl urea and thioureas as organo photoacids, was examined under long wavelength UV (ultraviolet) irradiation. The results show, for the first time, that such glycosylations proceed effectively to give the corresponding glycosides in high yields. In addition, high β-stereoselectivity was obtained under high concentration conditions, whereas high α-stereoselectivity was realized under low concentration conditions.
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U2 - 10.1021/acs.orglett.6b01404
DO - 10.1021/acs.orglett.6b01404
M3 - Article
AN - SCOPUS:84977573618
SN - 1523-7060
VL - 18
SP - 3190
EP - 3193
JO - Organic Letters
JF - Organic Letters
IS - 13
ER -