A new route to silyl-substituted cyclobutenones and silylketenes

被引:5
作者
Benda, Konstantin [1 ]
Knoth, Tanja [1 ]
Danheiser, Rick L. [2 ]
Schaumann, Ernst [1 ]
机构
[1] Tech Univ Clausthal, Inst Organ Chem, D-38678 Clausthal Zellerfeld, Germany
[2] MIT, Dept Chem, Cambridge, MA 02139 USA
基金
美国国家卫生研究院;
关键词
Silyl anions; Cyclobutenones; Silylketenes; Cyclopentenones; Cycloaddition reactions; STEREOSELECTIVE-SYNTHESIS; CYCLOPENTENONES; (TRIALKYLSILYL)VINYLKETENES; ETHYLENEDITHIOACETALS; CYCLOBUTENEDIONES; CYCLOADDITIONS; BENZANNULATION; VINYLKETENES; PRECURSORS; QUINONES;
D O I
10.1016/j.tetlet.2010.10.130
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
2-Silyl-cyclobutene(di)ones are obtained by an addition/substitution approach on dimethyl squarate using silyl anions. The acetal and in particular the thioacetal derivatives readily undergo electrocyclic ring opening to reactive silyl(vinyl)ketenes. (C) 2010 Elsevier Ltd. All rights reserved.
引用
收藏
页码:46 / 48
页数:3
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