γ-methylidene-δ-valerolactones as a coupling partner for cycloaddition:: Palladium-catalyzed [4+3] cycloaddition with nitrones
γ-methylidene-δ-valerolactones as a coupling partner for cycloaddition:: Palladium-catalyzed [4+3] cycloaddition with nitrones
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DOI:
10.1021/ja073997f
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发表时间:
2007-10-17
影响因子:
15
通讯作者:
Hayashi, Tamio
中科院分区:
文献类型:
--
作者:
Shintani, Ryo;Murakami, Masataka;Hayashi, Tamio
A new type of reagent, gamma-methylidene-delta-valerolactones, has been devised, which acts as a four-carbon unit in a palladium-catalyzed cycloaddition reaction through the formation of a 1,4-zwitterionic species. The utility has been demonstrated in the context of stereoselective [4 + 3] cycloaddition with nitrones to provide highly functionalized 1,2-oxazepines, including the asymmetric variant with high enantioselectivity.