Intermolecular Cycloaddition of Ethyl Glyoxylate O-tert-Butyldimethylsilyloxime with Alkenes
Author(s) -
Osamu Tamura,
Hiroyuki Ishibashi,
Nobuyoshi Morita,
Yuu Takano,
Kenji Fukui,
Iwao Okamoto,
Xin Huang,
Yoshiyuki Tsutsumi
Publication year - 2007
Publication title -
synlett
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.712
H-Index - 133
eISSN - 1437-2096
pISSN - 0936-5214
DOI - 10.1055/s-2007-967939
Subject(s) - chemistry , glyoxylate cycle , cycloaddition , intermolecular force , medicinal chemistry , stereochemistry , organic chemistry , catalysis , molecule , enzyme
Ethyl glyoxylate O-tert-butyldimethylsilyloxime, on treatment with various alkenes in the presence of BF3·OEt2, generated a C-ethoxycarbonyl N-boranonitrone intermediate, which underwent intermolecular cycloaddition to afford 3-(ethoxycarbonyl)isoxazolidines in moderate to high yields. © Georg Thieme Verlag Stuttgart
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