Art

J-GLOBAL ID：201802260617348436   Reference number：18A0659198

PRINS REACTION USING TRIOXANE FOR TRISUBSTITUTED, cis-FUSED HEXAHYDRO-2H-FURO[3,2-b]PYRAN DERIVATIVE

三置換,cis-縮合性ヘキサヒドロ-2H-フロ[3,2-b]ピラン誘導体のためのトリオキサンを用いたPrins反応

Author (9)： HLOKOANE Oriel (Yokohama City Univ., Yokohama, JPN) ,  ITAGAKI Hiyori (Yokohama City Univ., Yokohama, JPN) ,  CHIBA Manami (Yokohama City Univ., Yokohama, JPN) ,  NODA Taiki (Yokohama City Univ., Yokohama, JPN) ,  TAKASAKI Yuichi (Yokohama City Univ., Yokohama, JPN) ,  MIYAKO Kei (Hokkaido Univ., Hakodate, JPN) ,  SAKAI Ryuichi (Hokkaido Univ., Hakodate, JPN) ,  ISHIKAWA Yuichi (Yokohama City Univ., Yokohama, JPN) ,  OIKAWA Masato (Yokohama City Univ., Yokohama, JPN)
Material： Heterocycles  (International Journal for Reviews and Communications in Heterocyclic Chemistry)
Volume： 96  Issue： 3  Page： 453-460  Publication year： Mar. 01, 2018 
JST Material Number： S0966A  ISSN： 0385-5414  CODEN： HTCYAM  Document type： Article
Article type： 短報  Country of issue： Japan (JPN)  Language： ENGLISH (EN)

Thesaurus term： asymmetric synthesis ,  *condensation reaction ,  *lactone ,  oxygen heterocyclic compound ,  vinyl compound ,  hydroxy compound ,  acid catalytic reaction ,  reaction mechanism ,  ORTEP diagram ,  *Prins reaction ,  Pyrans ,  Furans

JST classification (2)： Condensed derivatives of pyrane  (CF07093I) ,  Catalytic reactions in general  (CB06080F)

Substance index (6)： (3aα,7aα)-2-Oxohexahydro-2H-furo[3,2-b]pyran-7β-ol p-toluenesulfonate ,  (3aα,7aα)-7β-(Mesyloxy)hexahydro-2H-furo[3,2-b]pyran-2-one ,  (3aα,7aα)-7β-Chlorohexahydro-2H-furo[3,2-b]pyran-2-one ,  Trioxane ,  4β-Hydroxy-5β-vinyltetrahydrofuran-2-one ,  Dysiherbaine

Reference (14)：

• U. Biermann, A. Lützen, and J. O. Metzger, Eur. J. Org. Chem., 2006, 2631.
• B. V. S. Reddy, D. N. Chaya, J. S. Yadav, D. Chatterjee, and A. C. Kunwar, Tetrahedron Lett., 2011, 52, 2961.
• M. Chiba, Y. Ishikawa, R. Sakai, and M. Oikawa, ACS Comb. Sci., 2016, 18, 399.
• H. J. Prins, Chem. Weekblad, 1919, 16, 1072.
• For successful example, see; J. O. Metzger and U. Biermann, Bull. Soc. Chim. Belg., 1994, 103, 393.

Terms in the title (6)： 置換 ,  CIS ,  縮合 ,  ピラン誘導体 ,  トリオキサン ,  Prins反応