NOVEL CYCLIZATION REACTION BY TANDEM MICHAEL ADDITION DIECKMANN CONDENSATION USING STANNYL ANION GENERATED FROM BU3SNSIME3 AND F-

被引：17

作者：

HONDA, T ^{[1
]}

MORI, M ^{[1
]}

机构：

[1] HOKKAIDO UNIV, FAC PHARMACEUT SCI, SAPPORO 060, JAPAN

来源：

CHEMISTRY LETTERS | 1994年 / 06期

关键词：

D O I：

10.1246/cl.1994.1013

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A novel cyclization reaction was developed using stannyl anion generated from Bu(3)SnSiMe(3) and TASF (Et(3)S(+)Me(3)SiF(2)(-)). The reaction product was converted to the allylstannane, which was a useful intermediate for the synthesis of biologically active substances.

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页码：1013 / 1016

页数：4

相关论文

共 20 条

[1]

CHENARD BL, 1986, TETRAHEDRON LETT, V27, P2805, DOI 10.1016/S0040-4039(00)84647-X

[2] SILYLSTANNANES - USEFUL REAGENTS FOR BIS FUNCTIONALIZATION OF ALPHA-UNSATURATED, BETA-UNSATURATED KETONES AND ACETYLENES [J].

CHENARD, BL ;

LAGANIS, ED ;

DAVIDSON, F ;

RAJANBABU, TV .

JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (19) :3666-3667

[3] FLUORIDE-ION CATALYZED ALDEHYDE ADDITION OF LABILE ALPHA-HALOCARBANION OR BETA-HALOCARBANION SPECIES GENERATED FROM THE CORRESPONDING ALPHA-HALO OR BETA-HALO ORGANOSILANES [J].

FUJITA, M ;

HIYAMA, T .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (13) :4085-4087

[4]

FUJITA M, 1990, ORG SYNTH, V69, P44

[5] TETRABUTYLAMMONIUM DIFLUOROTRIPHENYLSTANNATE AS A NEW ANHYDROUS SYNTHETIC EQUIVALENT TO TBAF [J].

GINGRAS, M .

TETRAHEDRON LETTERS, 1991, 32 (50) :7381-7384

[6] TRIS(DIALKYLAMINO)SULFONIUM DIFLUOROTRIMETHYLSILICATE [J].

KUROBOSHI, M ;

HIYAMA, T .

JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN, 1990, 48 (11) :1050-1051

[7] A NEW TRANSMETALATION ROUTE TO MIXED TRIMETHYLSTANNYLCUPRATES - ME3SN(R)CU(CN)LI2 [J].

LIPSHUTZ, BH ;

SHARMA, S ;

REUTER, DC .

TETRAHEDRON LETTERS, 1990, 31 (50) :7253-7256

[8] FINE TUNING THE SI-SN BOND - TRANSMETALLATIONS FORMING EITHER TRIALKYLSTANNYL OR TRIALKYLSILYL HIGHER-ORDER CYANOCUPRATES [J].

LIPSHUTZ, BH ;

REUTER, DC ;

ELLSWORTH, EL .

JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (21) :4975-4977

[9]

Middleton W. J., 1986, ORG SYNTH, V64, P221, DOI DOI 10.15777/ORGSN.064.0721

[10] NOVEL CYCLIZATION BY STANNYL ANION GENERATED FROM ME3SISNBU3 AND F- - THE APPLICATION TO THE NATURAL PRODUCT SYNTHESIS [J].

MORI, M ;

ISONO, N ;

KANETA, N ;

SHIBASAKI, M .

JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (11) :2972-2976