THE CHEMISTRY OF BIS-SPIROACETALS - SYNTHESIS OF THE NOVEL 1,7,9-TRIOXADISPIRO[5.1.5.3]HEXADECANE RING-SYSTEM

被引：11
作者：
BRIMBLE, MA
RUSH, CJ
WILLIAMS, GM
BAKER, EN
机构：
[1] Department of Chemistry and Biochemistry, Massey University, Palmerston North, Private Bag
来源：
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1990年 / 02期
关键词：
D O I：
10.1039/p19900000414
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The synthesis of the novel bis-spiroacetal (1) via the addition of an α-sulphonyl carbanion to δ-valerolactone followed by an acid catalysed cyclization is described. The stereochemistry was determined by X-ray crystallography and 1H NMR spectroscopy.
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页码：414 / 416
页数：3
相关论文
共 11 条
[1]   CHEMISTRY OF BIS-SPIROACETALS - SYNTHESIS OF THE 1,6,8-TRIOXADISPIRO[4.1.5.3]PENTADECANE RING-SYSTEM [J].
BAKER, R ;
BRIMBLE, MA .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1988, (01) :125-131
[2]   SYNTHETIC ROUTES TO TETRAHYDROFURAN, TETRAHYDROPYRAN, AND SPIROKETAL UNITS OF POLYETHER ANTIBIOTICS AND A SURVEY OF SPIROKETALS OF OTHER NATURAL-PRODUCTS [J].
BOIVIN, TLB .
TETRAHEDRON, 1987, 43 (15) :3309-3362
[3]   A FACILE SYNTHESIS OF SPIROKETALS [J].
BRIMBLE, MA ;
OFFICER, DL ;
WILLIAMS, GM .
TETRAHEDRON LETTERS, 1988, 29 (29) :3609-3612
[4]   STEREOSELECTIVE SYNTHESES OF KINETIC AND THERMODYNAMIC ISOMERS OF ALKOXY-SPIROKETALS AND OF TRIOXA-BIS-SPIROKETALS [J].
COTTIER, L ;
DESCOTES, G .
TETRAHEDRON, 1985, 41 (02) :409-412
[5]  
COTTIER L, 1981, TETRAHEDRON, V37, P2525
[6]   STEREOSELECTIVE SYNTHESIS OF THE MIDDLE (C10-C17) AND RIGHT (C18-C30) SEGMENTS, AND THEIR COUPLING TO COMPLETE A FORMAL SYNTHESIS OF THE POLYETHER ANTIBIOTIC SALINOMYCIN [J].
HORITA, K ;
NAGATO, S ;
OIKAWA, Y ;
YONEMITSU, O .
TETRAHEDRON LETTERS, 1987, 28 (28) :3253-3256
[7]  
KISHI Y, 1982, 28TH FRONT CHEM PLEN, P287
[8]   APPROACHES TO THE 1,6,8-TRIOXADISPIRO[4.1.5.3]PENTADEC-13-EN-15-OL RING-SYSTEM OF SALINOMYCIN AND RELATED POLYETHER ANTIBIOTICS [J].
KOCIENSKI, P ;
FALL, Y ;
WHITBY, R .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1989, (04) :841-844
[9]  
PERRON F, 1989, J ORG CHEM, V54, P2047
[10]  
PONOMAREV AA, 1963, ZH OBSHCH KHIM+, V33, P3955
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