Title Asymmetric Total Synthesis of (-)-Aspidophylline A
Authors Wang, Taimin
Duan, Xiaoguang
Zhao, Hua
Zhai, Shengxian
Tao, Cheng
Wang, Huifei
Li, Yun
Cheng, Bin
Zhai, Hongbin
Affiliation Lanzhou Univ, Coll Chem & Chem Engn, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China.
Peking Univ, Sch Chem Biol & Biotechnol, Key Lab Chem Genom, Shenzhen Grad Sch, Shenzhen 518055, Peoples R China.
Collaborat Innovat Ctr Chem Sci & Engn Tianjin, Tianjin 300071, Peoples R China.
Lanzhou Univ, Coll Chem & Chem Engn, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China.
Zhai, HB (reprint author), Peking Univ, Sch Chem Biol & Biotechnol, Key Lab Chem Genom, Shenzhen Grad Sch, Shenzhen 518055, Peoples R China.
Zhai, HB (reprint author), Collaborat Innovat Ctr Chem Sci & Engn Tianjin, Tianjin 300071, Peoples R China.
Keywords CONCISE TOTAL-SYNTHESIS
FORMAL TOTAL-SYNTHESIS
AKUAMMILINE ALKALOIDS
NITROGEN ASSISTANCE
GOLD CATALYSIS
ENOL ETHERS
CYCLIZATION
(+/-)-ASPIDOPHYLLINE
(+/-)-STRICTAMINE
(+)-SCHOLARISINE
Issue Date 2017
Publisher ORGANIC LETTERS
Citation ORGANIC LETTERS.2017,19(7),1650-1653.
Abstract An asymmetric total synthesis of (-)-aspidophylline A has been accomplished. The key transformations include an asymmetric hydride transfer hydrogenation of an alpha-beta-acetylenic ketone and a cationic gold(I)-catalyzed 6-exo-dig cyclization involving an alkynylindole/aminal formation cascade, which enables stereoselective establishment,of the requisite quaternary carbon center.
URI http://hdl.handle.net/20.500.11897/474064
ISSN 1523-7060
DOI 10.1021/acs.orglett.7b00448
Indexed SCI(E)
Appears in Collections: 化学生物学与生物技术学院

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