Total Synthesis of GKK1032A2via Direct 13-Membered Macrocyclization Using a Nucleophilic Aromatic Substitution of an (η6-Arene)Chromium Complex.
The first enantioselective total synthesis of GKK1032A2has been achieved. The key step is a direct construction of the highly strained 13-membered macrocycle of GKK1032A2by an intramolecular nucleophilic aromatic substitution (SNAr) reaction. This is the first successful example of construction of a macrocycle with an aryl ether linkage utilizing an intramolecular SNAr reaction of an (η6-arene)chromium complex.
Faculty of Pharmaceutical Sciences, Tokyo University of Science, 2641 Yamazaki, Noda, Chiba, 278-8510, Japan.
Hayato
H
Sugata
Faculty of Pharmaceutical Sciences, Tokyo University of Science, 2641 Yamazaki, Noda, Chiba, 278-8510, Japan.
Kensuke
K
Inagaki
Faculty of Pharmaceutical Sciences, Tokyo University of Science, 2641 Yamazaki, Noda, Chiba, 278-8510, Japan.
Toshiaki
T
Ode
Faculty of Pharmaceutical Sciences, Tokyo University of Science, 2641 Yamazaki, Noda, Chiba, 278-8510, Japan.
Tomoki
T
Hayakawa
Faculty of Pharmaceutical Sciences, Tokyo University of Science, 2641 Yamazaki, Noda, Chiba, 278-8510, Japan.
Yuki
Y
Karoji
Faculty of Pharmaceutical Sciences, Tokyo University of Science, 2641 Yamazaki, Noda, Chiba, 278-8510, Japan.
Motoaki
M
Baba
Faculty of Pharmaceutical Sciences, Tokyo University of Science, 2641 Yamazaki, Noda, Chiba, 278-8510, Japan.
Ryo
R
Kato
Faculty of Pharmaceutical Sciences, Tokyo University of Science, 2641 Yamazaki, Noda, Chiba, 278-8510, Japan.
Daiju
D
Hasegawa
Division of Fusion of Regenerative Medicine with DDS, Research Institute for Science and Technology (RIST), Tokyo University of Science, 2641 Yamazaki, Noda, Chiba, 278-8510, Japan.|Faculty of Pharmaceutical Sciences, Tokyo University of Science, 2641 Yamazaki, Noda, Chiba, 278-8510, Japan.
Tetsu
T
Tsubogo
Division of Fusion of Regenerative Medicine with DDS, Research Institute for Science and Technology (RIST), Tokyo University of Science, 2641 Yamazaki, Noda, Chiba, 278-8510, Japan.|Faculty of Pharmaceutical Sciences, Tokyo University of Science, 2641 Yamazaki, Noda, Chiba, 278-8510, Japan.
Hiromi
http://orcid.org/0000-0003-1208-1605
H
Uchiro
D002857:Chromium / Q000737:chemistry*; D003500:Cyclization; D006576:Heterocyclic Compounds, 4 or More Rings / Q000138:chemical synthesis* / Q000737:chemistry; D008968:Molecular Conformation; D009942:Organometallic Compounds / Q000737:chemistry*; D013237:Stereoisomerism
C479319:GKK1032A-2; D006576:Heterocyclic Compounds, 4 or More Rings; D009942:Organometallic Compounds; D002857:Chromium
Pi interactions; aromatic substitution; gkk1032a2; macrocycles; total synthesis