Herein we describe a highly chemo-, regio-, and enantioselective bromochlorination reaction of allylic alcohols, employing readily available halogen sources and a simple Schiff base as the chiral catalyst. The application of this interhalogeriation reaction to a variety of substrates, the rapid enantioselective synthesis of a bromochlorinated natural product, and preliminary extension of this chemistry to dibromination and dichlorination are reported.
机构:
Department of Chemistry and Biochemistry, Baylor University, Waco,TX,76706, United StatesDepartment of Chemistry and Biochemistry, Baylor University, Waco,TX,76706, United States
Lubaev, Alexandra E.
Rathnayake, Manjula D.
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Department of Chemistry and Biochemistry, Baylor University, Waco,TX,76706, United StatesDepartment of Chemistry and Biochemistry, Baylor University, Waco,TX,76706, United States
Rathnayake, Manjula D.
Eze, Favour
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Department of Chemistry and Biochemistry, Baylor University, Waco,TX,76706, United StatesDepartment of Chemistry and Biochemistry, Baylor University, Waco,TX,76706, United States
Eze, Favour
Bayeh-Romero, Liela
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Department of Chemistry and Biochemistry, Baylor University, Waco,TX,76706, United StatesDepartment of Chemistry and Biochemistry, Baylor University, Waco,TX,76706, United States
Bayeh-Romero, Liela
Journal of the American Chemical Society,
2022,
144
(29):
: 13294
-
13301
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Lanzhou Univ, Key Lab Preclin Study New Drugs Gansu Prov, State Key Lab Appl Organ Chem,Sch Basic Med Sci, Inst Biochem Engn & Environm Technol,Inst Biochem, Lanzhou 730000, Peoples R ChinaLanzhou Univ, Key Lab Preclin Study New Drugs Gansu Prov, State Key Lab Appl Organ Chem,Sch Basic Med Sci, Inst Biochem Engn & Environm Technol,Inst Biochem, Lanzhou 730000, Peoples R China
Jiang, Xianxing
Zhu, Hao
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Lanzhou Univ, Key Lab Preclin Study New Drugs Gansu Prov, State Key Lab Appl Organ Chem,Sch Basic Med Sci, Inst Biochem Engn & Environm Technol,Inst Biochem, Lanzhou 730000, Peoples R ChinaLanzhou Univ, Key Lab Preclin Study New Drugs Gansu Prov, State Key Lab Appl Organ Chem,Sch Basic Med Sci, Inst Biochem Engn & Environm Technol,Inst Biochem, Lanzhou 730000, Peoples R China
Zhu, Hao
Shi, Xiaomei
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Lanzhou Univ, Key Lab Preclin Study New Drugs Gansu Prov, State Key Lab Appl Organ Chem,Sch Basic Med Sci, Inst Biochem Engn & Environm Technol,Inst Biochem, Lanzhou 730000, Peoples R ChinaLanzhou Univ, Key Lab Preclin Study New Drugs Gansu Prov, State Key Lab Appl Organ Chem,Sch Basic Med Sci, Inst Biochem Engn & Environm Technol,Inst Biochem, Lanzhou 730000, Peoples R China
Shi, Xiaomei
Zhong, Yuan
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Lanzhou Univ, Key Lab Preclin Study New Drugs Gansu Prov, State Key Lab Appl Organ Chem,Sch Basic Med Sci, Inst Biochem Engn & Environm Technol,Inst Biochem, Lanzhou 730000, Peoples R ChinaLanzhou Univ, Key Lab Preclin Study New Drugs Gansu Prov, State Key Lab Appl Organ Chem,Sch Basic Med Sci, Inst Biochem Engn & Environm Technol,Inst Biochem, Lanzhou 730000, Peoples R China
Zhong, Yuan
Li, Yanfeng
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Lanzhou Univ, Key Lab Preclin Study New Drugs Gansu Prov, State Key Lab Appl Organ Chem,Sch Basic Med Sci, Inst Biochem Engn & Environm Technol,Inst Biochem, Lanzhou 730000, Peoples R ChinaLanzhou Univ, Key Lab Preclin Study New Drugs Gansu Prov, State Key Lab Appl Organ Chem,Sch Basic Med Sci, Inst Biochem Engn & Environm Technol,Inst Biochem, Lanzhou 730000, Peoples R China
Li, Yanfeng
Wang, Rui
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Lanzhou Univ, Key Lab Preclin Study New Drugs Gansu Prov, State Key Lab Appl Organ Chem,Sch Basic Med Sci, Inst Biochem Engn & Environm Technol,Inst Biochem, Lanzhou 730000, Peoples R ChinaLanzhou Univ, Key Lab Preclin Study New Drugs Gansu Prov, State Key Lab Appl Organ Chem,Sch Basic Med Sci, Inst Biochem Engn & Environm Technol,Inst Biochem, Lanzhou 730000, Peoples R China