SELECTIVE ALKYLATION AND ALLYLATION OF ALLYLIC HALIDES BY TETRAORGANOINDATES - REGIOSELECTIVE AND STEREOSELECTIVE SYNTHESIS OF ROSEFURAN AND SESQUIROSEFURAN

被引：21

作者：

ARAKI, S ^{[1
]}

JIN, SJ ^{[1
]}

BUTSUGAN, Y ^{[1
]}

机构：

[1] NAGOYA INST TECHNOL,DEPT APPL CHEM,SHOWA KU,NAGOYA,AICHI 466,JAPAN

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1995年 / 05期

关键词：

D O I：

10.1039/p19950000549

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Tetraalkylindates regioselectively alkylate allylic bromides at the alpha-carbon. In this way. 1,5-dienes have been regio- and stereo-selectively synthesized by the allyl-allyl coupling of allylic bromides and allylic indates, including rosefuran 1 and sesquirosefuran 3.

引用

页码：549 / 552

页数：4

共 13 条

[1] REGIO-CONTROLLED PRENYLATION AND GERANYLATION OF 3-FURYLMETHYLMAGNESIUM BROMIDE - SELECTIVE SYNTHESES OF 3-SUBSTITUTED FURANOID AND 2-SUBSTITUTED 3-METHYLFURANOID TERPENES
ARAKI, S
BUTSUGAN, Y
[J]. BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1983, 56 (05) : 1446 - 1449
[2] APPLICATION OF INDIUM ATE COMPLEXES TO SYNTHETIC CHEMISTRY - SELECTIVE CONJUGATE ADDITION TO ENONES AND COUPLING WITH ALLYLIC HALIDES
ARAKI, S
SHIMIZU, T
JIN, SJ
BUTSUGAN, Y
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1991, (12) : 824 - 825
[3] SYNTHESIS OF BETA-HYDROXY NITRILES VIA INDIUM-INDUCED COUPLING OF BROMOACETONITRILE WITH CARBONYL-COMPOUNDS
ARAKI, S
YAMADA, M
BUTSUGAN, Y
[J]. BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1994, 67 (04) : 1126 - 1129
[4] PREPARATION AND SOME REACTIONS OF ALLYLIC INDIUM REAGENTS
ARAKI, S
SHIMIZU, T
JOHAR, PS
JIN, SJ
BUTSUGAN, Y
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (07) : 2538 - 2542
[5] BUCHI G, 1968, J ORG CHEM, V33, P1227
[6] CARRUTHERS W, 1982, COMPREHENSIVE ORGANO, V7, P700
[7] GEDGE DR, 1977, TETRAHEDRON LETT, P4443
[8] SYNTHESIS OF ALKALINTETRAPHENYLINDATES AND CRYSTAL STRUCTURE OF NA(IN(C6H5)4)
HOFFMANN, K
WEISS, E
[J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1973, 50 (01) : 25 - 31
[9] METAL ALKYL-COMPOUNDS .13. SYNTHESIS OF ALKALI TETRAMETHYLINDATES AND CRYSTAL-STRUCTURE OF LI[IN(CH3)4] AND NA[IN(CH3)4]
HOFFMANN, K
WEISS, E
[J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1972, 37 (01) : 1 - &
[10] SYNTHESIS OF HOMOALLYLAMINES BY THE ADDITION OF ALLYLIC INDIUM REAGENTS TO AZOMETHINES AND NITRILES
JIN, SJ
ARAKI, S
BUTSUGAN, Y
[J]. BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1993, 66 (05) : 1528 - 1532

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