[4+2]TYPE CYCLOADDITION OF ALDIMINES BEARING ALPHA-HYDROGENS WITH 2-SILOXY-1,3-BUTADIENES CATALYZED BY TRIMETHYLSILYL TRIFLATE

被引：0

作者：

AKIBA, KY ^{[1
]}

MOTOSHIMA, T ^{[1
]}

ISHIMARU, K ^{[1
]}

YABUTA, K ^{[1
]}

HIROTA, H ^{[1
]}

YAMAMOTO, Y ^{[1
]}

机构：

[1] UNIV TOKYO,FAC SCI,DEPT CHEM,BUNKYO KU,TOKYO 113,JAPAN

来源：

SYNLETT | 1993年 / 09期

关键词：

D O I：

暂无

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[4+2]Type cycloaddition of unactivated imines bearing alpha-hydrogens with 2-siloxy-1,3-butadienes has been performed efficiently by using trimethylsilyl triflate as a catalyst. The relative stereochemistry in the major diastereomers of the cycloaddducts has been assigned to be trans between C(2) and C(6) substituents.

引用

页码：657 / 659

页数：3

共 27 条

[1] REACTIONS OF SILYL ENOL ETHERS AND LACTONE ENOLATES WITH DIMETHYL(METHYLENE)AMMONIUM IODIDE - BIS-ALPHA-METHYLENATION OF PRE-VERNOLEPIN AND PRE-VERNOMENIN
DANISHEFSKY, S
KITAHARA, T
MCKEE, R
SCHUDA, PF
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1976, 98 (21) : 6715 - 6717
[2] ON THE LEWIS ACID-CATALYZED CYCLOCONDENSATION OF SILYLOXY DIENES WITH ALPHA,BETA-UNSATURATED ALDEHYDES
DANISHEFSKY, S
KERWIN, JF
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1982, 47 (16) : 3183 - 3184
[3] ON THE USE OF THE IMINE-DIENE CYCLOCONDENSATION REACTION IN THE SYNTHESIS OF YOHIMBINE CONGENERS
DANISHEFSKY, S
LANGER, ME
VOGEL, C
[J]. TETRAHEDRON LETTERS, 1985, 26 (48) : 5983 - 5986
[4] DANISHEFSKY SJ, 1986, J ORG CHEM, V51, P3916
[5] IMMONIUM ION BASED SYNTHETIC METHODOLOGY - A NOVEL METHOD FOR THE N-METHYLATION OF DIPEPTIDES AND AMINO-ACID DERIVATIVES VIA RETRO AZA DIELS-ALDER REACTIONS
GRIECO, PA
BAHSAS, A
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (26) : 5746 - 5749
[6] HATTORI K, 1993, SYNLETT, P129
[7] ASYMMETRIC AZA-DIELS-ALDER REACTION MEDIATED BY CHIRAL BORON REAGENT
HATTORI, K
YAMAMOTO, H
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (12) : 3264 - 3265
[8] REMARKABLY HIGH REGIOSELECTIVE DEPROTONATION AND ALKYLATION OF UNSYMMETRICAL IMINES AT THE MORE SUBSTITUTED ALPHA-CARBON ATOM
HOSOMI, A
ARAKI, Y
SAKURAI, H
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1982, 104 (07) : 2081 - 2083
[9] JUNG ME, 1981, TETRAHEDRON LETT, V22, P4607, DOI 10.1016/S0040-4039(01)82993-2
[10] ON THE LEWIS ACID-CATALYZED CYCLOCONDENSATION OF IMINES WITH A SILOXYDIENE
KERWIN, JF
DANISHEFSKY, S
[J]. TETRAHEDRON LETTERS, 1982, 23 (37) : 3739 - 3742

← 1 2 3 →