Tin(IV) chloride catalyzed cycloaddition reactions between 3-ethoxycyclobutanones and allylsilanes.

Tin(IV) chloride catalyzed cycloaddition reactions between 3-ethoxycyclobutanones and allylsilanes.
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DOI:
10.1021/ol901329c
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发表时间:
2009-07
期刊:
影响因子:
5.2
通讯作者:
J. Matsuo;Shun Sasaki;Takaya Hoshikawa;H. Ishibashi*
J. Matsuo;Shun Sasaki;Takaya Hoshikawa;H. Ishibashi*
中科院分区:
化学1区
文献类型:
--
作者:
J. Matsuo;Shun Sasaki;Takaya Hoshikawa;H. Ishibashi*

文献摘要

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3-乙氧基环丁酮与烯丙基三烷基硅烷进行[4 + 2]环加成反应,得到3-乙氧基-5-[(三烷基硅基)甲基]环己-1-酮。使用烯丙基-叔丁基二苯基硅烷引发1,5-氢化物转移,得到2-[3-(叔丁基二苯基硅基)丙基]-6-甲基四氢-4-吡喃酮。
Formal [4 + 2] cycloaddition between various 3-ethoxycyclobutanones and allyltrialkylsilanes proceeded to give 3-ethoxy-5-[(trialkylsilyl)methyl]cyclohexan-1-ones by catalysis with tin(VI) chloride. The use of allyl-tert-butyldiphenylsilane induced 1,5-hydride transfer, which gave 2-[3-(tert-butyldiphenylsilyl)propyl]-6-methyltetrahydro-4-pyrones.