STEREOSELECTIVE SYNTHESIS OF ALL ISOMERS OF 2-METHYL-1,6-DIOXASPIRO[4.5]DECANE (INSECT PHEROMONE) USING A CHIRAL SULFOXIDE AUXILIARY

被引:39
作者
IWATA, C
MORITANI, Y
SUGIYAMA, K
FUJITA, M
IMANISHI, T
机构
关键词
D O I
10.1016/S0040-4039(00)96094-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
引用
收藏
页码:2255 / 2258
页数:4
相关论文
共 19 条
[1]   THE CHEMISTRY OF SPIROACETALS - APPROACHES TO THE NOVEL 1,6,8-TRIOXADISPIRO[4.1.5.3]PENTADECANE RING-SYSTEM [J].
BAKER, R ;
BRIMBLE, MA .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1985, (02) :78-80
[2]   CARBENE REARRANGEMENTS .18. SPIROACETAL FORMATION BY CARBENE (CARBENOID) INSERTION REACTION - SYNTHESIS OF THE MAJOR CONSTITUENT OF THE SEX ATTRACTANT OF THE OLIVE FLY (DACUS-OLEAE) [J].
BRINKER, UH ;
HAGHANI, A ;
GOMANN, K .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1985, 24 (03) :230-231
[3]   THE SYNTHESIS OF (R)-SPIROBI-1,4-DIOXANE AND (S)-SPIROBI-1,4-DIOXANE AND RELATED SPIROBICYCLES FROM D-FRUCTOSE [J].
CHAN, JYC ;
HOUGH, L ;
RICHARDSON, AC .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1985, (07) :1457-1462
[4]   SYNTHESIS OF SPIROACETALS USING ORGANOSELENIUM-MEDIATED CYCLIZATION REACTIONS - X-RAY MOLECULAR-STRUCTURE OF (2S,8R)-8-METHYL-2-PHENYL-1,7-DIOXASPIRO[5.5]UNDECAN-4(R)-OL [J].
DOHERTY, AM ;
LEY, SV ;
LYGO, B ;
WILLIAMS, DJ .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1984, (06) :1371-1377
[5]   THE DIRECTED REDUCTION OF BETA-HYDROXY KETONES EMPLOYING ME4NHB(OAC)3 [J].
EVANS, DA ;
CHAPMAN, KT .
TETRAHEDRON LETTERS, 1986, 27 (49) :5939-5942
[6]   METHYL-1,6-DIOXASPIRO[4.5]DECANES AS ODORS OF PARAVESPULA-VULGARIS (L) [J].
FRANCKE, W ;
REITH, W ;
HINDORF, G .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1978, 17 (11) :862-862
[7]   DETERMINATION OF RELATIVE CONFIGURATIONS OF SPIROACETALS BY H-1-C-NMR AND C-13-NMR-SPECTROSCOPY [J].
FRANCKE, W ;
REITH, W ;
SINNWELL, V .
CHEMISCHE BERICHTE-RECUEIL, 1980, 113 (08) :2686-2693
[8]   SYNTHESIS OF OPTICALLY-ACTIVE 25-METHYL-1.6-DIOXA-SPIRO[4.5]DECANE AND 7S-METHYL-1.6-DIOXA-SPIRO[4.5]DECANE, THE PHEROMONE COMPONENTS OF PARAVESPULA-VULGARIS (L), FROM S-ETHYL LACTATE [J].
HINTZER, K ;
WEBER, R ;
SCHURIG, V .
TETRAHEDRON LETTERS, 1981, 22 (01) :55-58
[9]   SYNTHESIS OF OPTICALLY-ACTIVE 2-METHYL AND 2-ETHYL-1,6-DIOXASPIRO[4.4]NONANE AND [4.5]DECANE PHEROMONES FROM A COMMON CHIRAL PRECURSOR [J].
HUNGERBUHLER, E ;
NAEF, R ;
WASMUTH, D ;
SEEBACH, D ;
LOOSLI, HR ;
WEHRLI, A .
HELVETICA CHIMICA ACTA, 1980, 63 (07) :1960-1970
[10]   PHEROMONE SYNTHESES - MODEL REACTIONS FOR THE SYNTHESIS OF POLYETHER ANTIBIOTICS [J].
IRELAND, RE ;
HABICH, D .
CHEMISCHE BERICHTE-RECUEIL, 1981, 114 (04) :1418-1427