Functionalized oxepines via fragmentation of highly strained epoxides

Functionalized oxepines via fragmentation of highly strained epoxides
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DOI:
10.1021/ol061682j
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发表时间:
2006-11-09
期刊:
影响因子:
5.2
通讯作者:
Snapper, Marc L.
Snapper, Marc L.
中科院分区:
化学1区
文献类型:
--
作者:
Leyhane, Andrew J.;Snapper, Marc L.

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高张力环丁烯的环氧化反应,随后的热重排提供了一个新的进入含氧杂环庚三烯的双环[5.3.0]环系统。与相应的环丙烷化系统的重排相反,本研究中的应变环氧化物被认为通过两个竞争途径断裂,导致非对映异构体5-7环系统的混合物。
Epoxidation of highly strained cyclobutenes followed by thermal rearrangement provides a new entry into oxepine-containing bicyclo[5.3.0] ring systems. In contrast to the rearrangement of the corresponding cyclopropanated systems, the strained epoxides in this study are believed to fragment through two competing pathways leading to a mixture of diastereomeric 5-7 ring systems.