Here, a novel method for the stereoselective synthesis of alkynyl cyclopropanes, by the silver-catalyzed alkynylcyclopropanation of alkenes using alkynyl N-nosylhydrazones as alkynyl carbene precursors, is reported. This method provides a straightforward and powerful approach for preparing various alkynyl cyclopropanes in high yield with excellent stereoselectivities. In addition, the practicality of this method was demonstrated by gram-scale synthesis and late-stage modification of bioactive molecules.
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Kyushu Univ, Fac Sci, Dept Chem, Grad Sch,Higashi Ku, Fukuoka 8128581, JapanKyushu Univ, Fac Sci, Dept Chem, Grad Sch,Higashi Ku, Fukuoka 8128581, Japan
Suematsu, Hidehiro
Kanchiku, Shigefumi
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Kyushu Univ, Fac Sci, Dept Chem, Grad Sch,Higashi Ku, Fukuoka 8128581, JapanKyushu Univ, Fac Sci, Dept Chem, Grad Sch,Higashi Ku, Fukuoka 8128581, Japan
Kanchiku, Shigefumi
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Uchida, Tatsuya
Katsuki, Tsutomu
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Kyushu Univ, Fac Sci, Dept Chem, Grad Sch,Higashi Ku, Fukuoka 8128581, JapanKyushu Univ, Fac Sci, Dept Chem, Grad Sch,Higashi Ku, Fukuoka 8128581, Japan
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Univ Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA
1515 Dickey Dr, Atlanta, GA 30323 USAUniv Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA
Wilkerson-Hill, Sidney M.
Yu, Diana
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Univ Calif, Chem & Chem Biol, Merced, CA 95343 USA
2036 Main Mall, Vancouver, BC V6T 1Z1, CanadaUniv Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA
Yu, Diana
Painter, Phillip P.
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Univ Calif Davis, Dept Chem, Davis, CA 95616 USAUniv Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA
Painter, Phillip P.
Fisher, Ethan L.
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Univ Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA
Pfizer Worldwide Res & Dev, Internal Med, Med Chem, Eastern Point Rd, Groton, CT 06340 USAUniv Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA
Fisher, Ethan L.
Tantillo, Dean J.
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Univ Calif Davis, Dept Chem, Davis, CA 95616 USAUniv Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA
Tantillo, Dean J.
Sarpong, Richmond
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Univ Calif Berkeley, Dept Chem, Berkeley, CA 94720 USAUniv Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA
Sarpong, Richmond
Hein, Jason E.
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Univ Calif, Chem & Chem Biol, Merced, CA 95343 USA
2036 Main Mall, Vancouver, BC V6T 1Z1, CanadaUniv Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA
机构:
Kyushu Univ, Fac Sci, Dept Chem, Grad Sch,Higashi Ku, Fukuoka 8128581, JapanKyushu Univ, Fac Sci, Dept Chem, Grad Sch,Higashi Ku, Fukuoka 8128581, Japan
Suematsu, Hidehiro
Kanchiku, Shigefumi
论文数: 0引用数: 0
h-index: 0
机构:
Kyushu Univ, Fac Sci, Dept Chem, Grad Sch,Higashi Ku, Fukuoka 8128581, JapanKyushu Univ, Fac Sci, Dept Chem, Grad Sch,Higashi Ku, Fukuoka 8128581, Japan
Kanchiku, Shigefumi
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Uchida, Tatsuya
Katsuki, Tsutomu
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h-index: 0
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Kyushu Univ, Fac Sci, Dept Chem, Grad Sch,Higashi Ku, Fukuoka 8128581, JapanKyushu Univ, Fac Sci, Dept Chem, Grad Sch,Higashi Ku, Fukuoka 8128581, Japan
机构:
Univ Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA
1515 Dickey Dr, Atlanta, GA 30323 USAUniv Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA
Wilkerson-Hill, Sidney M.
Yu, Diana
论文数: 0引用数: 0
h-index: 0
机构:
Univ Calif, Chem & Chem Biol, Merced, CA 95343 USA
2036 Main Mall, Vancouver, BC V6T 1Z1, CanadaUniv Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA
Yu, Diana
Painter, Phillip P.
论文数: 0引用数: 0
h-index: 0
机构:
Univ Calif Davis, Dept Chem, Davis, CA 95616 USAUniv Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA
Painter, Phillip P.
Fisher, Ethan L.
论文数: 0引用数: 0
h-index: 0
机构:
Univ Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA
Pfizer Worldwide Res & Dev, Internal Med, Med Chem, Eastern Point Rd, Groton, CT 06340 USAUniv Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA
Fisher, Ethan L.
Tantillo, Dean J.
论文数: 0引用数: 0
h-index: 0
机构:
Univ Calif Davis, Dept Chem, Davis, CA 95616 USAUniv Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA
Tantillo, Dean J.
Sarpong, Richmond
论文数: 0引用数: 0
h-index: 0
机构:
Univ Calif Berkeley, Dept Chem, Berkeley, CA 94720 USAUniv Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA
Sarpong, Richmond
Hein, Jason E.
论文数: 0引用数: 0
h-index: 0
机构:
Univ Calif, Chem & Chem Biol, Merced, CA 95343 USA
2036 Main Mall, Vancouver, BC V6T 1Z1, CanadaUniv Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA