The bicyclic tetrahydro-1,2-oxazine subunit of gliovirin is synthesized through a diastereoselective copper-catalyzed cyclization of an N-hydroxyamino ester. Oxidative elaboration to the fully functionalized bicycle was achieved through a series of mild transformations. Central to this approach was the development of the first catalytic, enantioselective propargylation of an oxime to furnish a key N-hydroyxamino ester intermediate.

中文翻译：

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铜催化的不对称肟炔丙基化能够合成格里奥韦林四氢-1,2-恶嗪核心

格里奥韦林的双环四氢-1,2-恶嗪亚基是通过N-羟基氨基酯的非对映选择性铜催化环化合成的。通过一系列温和的转变，氧化精制而成了功能齐全的自行车。该方法的核心是开发了肟的第一个催化对映选择性炔丙基化反应，以提供关键的N-羟基氨基酯中间体。