SIMPLE SYNTHESIS AND THE DIELS-ALDER REACTION OF 3-(PARA-TOLYLTHIO)-2-(TRIMETHYLSILYLOXY)-1,3-BUTADIENE

被引:4
作者
KOSUGI, H
HOSHINO, K
UDA, H
机构
关键词
D O I
10.1246/cl.1991.1577
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The reaction of 3-(p-tolylsulfinyl)-2-butanone with trimethylsilyl trifluoromethanesulfonate in the presence of diisopropylethylamine gave 3-(p-tolylthio)-2-(trimethylsilyloxy)-1,3-butadiene (2) quantitatively. The Diels-Alder reactions of 2 and the related dienes with methyl acrylate were studied.
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页码:1577 / 1578
页数:2
相关论文
共 5 条
[1]   MODELING CHEMICAL-REACTIVITY .1. REGIOSELECTIVITY OF DIELS-ALDER CYCLOADDITIONS OF ELECTRON-RICH DIENES WITH ELECTRON-DEFICIENT DIENOPHILES [J].
KAHN, SD ;
PAU, CF ;
OVERMAN, LE ;
HEHRE, WJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (23) :7381-7396
[2]  
KOSUGI H, 1990, UNPUB 18TH S HET CHE
[3]   REACTIONS OF 3-(PHENYLTHIO)-3-BUTEN-2-ONE WITH CYCLOALKANONES - A NEW APPROACH TO FUSED PHENOLS [J].
TAKAKI, K ;
OKADA, M ;
YAMADA, M ;
NEGORO, K .
JOURNAL OF ORGANIC CHEMISTRY, 1982, 47 (07) :1200-1205
[4]   SULFUR AS A REGIOCHEMICAL CONTROL ELEMENT - CYCLO-ADDITIONS OF 2-ALKOXY(ACYLOXY)-3-ALKYL(ARYL)THIOBUTA-1,3-DIENES [J].
TROST, BM ;
VLADUCHICK, WC ;
BRIDGES, AJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1980, 102 (10) :3554-3572
[5]   REGIOSELECTIVITY OF CATALYZED AND UNCATALYZED DIELS-ALDER REACTION [J].
TROST, BM ;
IPPEN, J ;
VLADUCHICK, WC .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1977, 99 (24) :8116-8118