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J-GLOBAL ID：201902224879985611   Reference number：19A0152882

ENANTIOSELECTIVE SYNTHESIS OF SPIRO (ISOXAZOLE-ISOXAZOLINE) HYBRID LIGANDS

スピロ(イソオキサゾール-イソオキサゾリン)ハイブリッド配位子のエナンチオ選択的合成

Author (5)： CHAKI Bijan Mohon (Osaka Univ., Osaka, JPN) ,  WAKITA Kazuhiko (Osaka Univ., Osaka, JPN) ,  TAKIZAWA Shinobu (Osaka Univ., Osaka, JPN) ,  TAKENAKA Kazuhiro (Osaka Univ., Osaka, JPN) ,  SASAI Hiroaki (Osaka Univ., Osaka, JPN)
Material： Heterocycles  (International Journal for Reviews and Communications in Heterocyclic Chemistry)
Volume： 97  Issue： 1  Page： 493-505  Publication year： Sep. 01, 2018 
JST Material Number： S0966A  ISSN： 0385-5414  CODEN： HTCYAM  Document type： Article
Article type： 原著論文  Country of issue： Japan (JPN)  Language： ENGLISH (EN)

Thesaurus term： asymmetric synthesis ,...
Semi thesaurus term： Swern oxidation ,...

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JST classification (3)： Oxazoles,isoxazoles  (CF07080Y) ,  Catalytic reactions in general  (CB06080F) ,  Applications of enzymes  (EB09100B)

Substance index (10)： (2R)-2-[(hydroxyimino)methyl]-6-isopropyl-7-methyl-2-(pent-4-yn-1-yl)oct-5-en-1-yl furan-2-carboxylate ,  (2R)-3-hydroxy-2-(4-isopropyl-5-methylhex-3-en-1-yl)-2-(pent-4-yn-1-yl)propyl 4-fluorobenzoate ,  (2R)-3-hydroxy-2-(4-isopropyl-5-methylhex-3-en-1-yl)-2-(pent-4-yn-1-yl)propyl naphthalene-1-carboxylate ,  (2R)-3-hydroxy-2-(4-isopropyl-5-methylhex-3-en-1-yl)-2-(pent-4-yn-1-yl)propyl furan-2-carboxylate ,  (2R)-3-hydroxy-2-(4-isopropyl-5-methylhex-3-en-1-yl)-2-(pent-4-yn-1-yl)propyl benzoate ,  (7R)-3′,3′-Diisopropyl-3′,3′aα,4,4′,5,5′-hexahydrospiro[2,1-benzoisoxazole-7(6H),6′-[6H]cyclopenta[c]isoxazole] ,  N-{[(3aS,6R)-3,3-diisopropyl-6-(pent-4-yn-1-yl)-3aH,4H,5H-cyclopenta[c][1,2]oxazol-6-yl]methylidene}hydroxylamine ,  [(3aS,6R)-3,3-diisopropyl-6-(pent-4-yn-1-yl)-3aH,4H,5H-cyclopenta[c][1,2]oxazol-6-yl]methanol ,  2-(4-isopropyl-5-methylhex-3-en-1-yl)-2-(pent-4-yn-1-yl)propane-1,3-diol ,  2-[(furan-2-carbonyloxy)methyl]-6-isopropyl-7-methyl-2-(pent-4-yn-1-yl)oct-5-en-1-yl furan-2-carboxylate

Reference (10)：

• a) S.-F. Zhu and Q.-L. Zhou, Acc. Chem. Res., 2017, 50, 988; b) G. B. Bajracharya, M. A. Arai, P. S. Koranne, T. Suzuki, S. Takizawa, and H. Sasai, Bull. Chem. Soc. Jpn., 2009, 82, 285; c) K. Ding, Z. Han, and Z. Wang, Chem. Asian J., 2009, 4, 32.
• For recent reports on enantioselective reactions using chiral spiro catalysts, see: a) G.-J. Mei, D. Li, G.-X. Zhou, Q. Shi, Z. Cao, and F. Shi, Chem. Commun., 2017, 53, 10030; b) M. A. Abozeid, S. Sairenji, S. Takizawa, M. Fujita, and H. Sasai, Chem. Commun., 2017, 53, 6887; c) X. Wang, X. Wang, Z. Han, Z. Wang, and K. Ding, Angew. Chem. Int. Ed., 2017, 56, 1116; d) M.-L. Li, S. Yang, X.-C. Su, H.-L. Wu, L.-L. Yang, S.-F. Zhu, and Q.-L. Zhou, J. Am. Chem. Soc., 2017, 139, 541.
• M. A. Arai, T. Arai, and H. Sasai, Org. Lett., 1999, 1, 1795.
• K. Wakita, M. A. Arai, T. Kato, T. Shinohara, and H. Sasai, Heterocycles, 2004, 62, 831.
• K. Takenaka, S. C. Mohanta, and H. Sasai, Angew. Chem. Int. Ed., 2014, 53, 4675.

Terms in the title (4)： イソオキサゾール ,  イソオキサゾリン ,  配位子 ,  エナンチオ選択的合成