Chelation control in the [3 + 3] annulation reaction of alkoxy-substituted 1,1-diacylcyclopropanes with 1,3-bis(trimethylsilyloxy)-1,3-butadienes. diversity-oriented synthesis of isochromanes.
Chelation control in the [3 + 3] annulation reaction of alkoxy-substituted 1,1-diacylcyclopropanes with 1,3-bis(trimethylsilyloxy)-1,3-butadienes. diversity-oriented synthesis of isochromanes.
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DOI：
10.1021/jo902334q
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发表时间：
2010-01
期刊：
影响因子：
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通讯作者：
V. Karapetyan;S. Mkrtchyan;Jennifer Hefner;C. Fischer;P. Langer
中科院分区：
文献类型：
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作者：
V. Karapetyan;S. Mkrtchyan;Jennifer Hefner;C. Fischer;P. Langer
通过1-三甲基硅氧基-1，3-丁二烯与苄氧基或甲氧基取代的1，1-二酰基环丙烷的螯合控制[3 + 3]环化/环丙烷开环反应制备了功能化芳烃。许多苄氧基取代的衍生物通过脱保护和随后的环化转化为异色满。混合色满-异色满由含有远程氯基团的1，3-双（甲硅烷基氧基）-1，3-丁二烯开始制备。
Functionalized arenes were prepared by chelation-controlled [3 + 3] cyclization/cyclopropane opening reactions of 1-trimethylsilyloxy-1,3-butadienes with benzyloxy- or methoxy-substituted 1,1-diacylcyclopropanes. A number of benzyloxy-substituted derivatives were transformed into isochromanes by deprotection and subsequent cyclization. Mixed chromanes-isochromanes were prepared starting with 1,3-bis(silyloxy)-1,3-butadienes containing a remote chloride group.