Simlandy Amit Kumar, Ghosh Biki, Mukherjee Santanu
Department of Organic Chemistry , Indian Institute of Science , Bangalore - 560012 , India.
Org Lett. 2019 May 3;21(9):3361-3366. doi: 10.1021/acs.orglett.9b01103. Epub 2019 Apr 18.
The first enantioselective decarboxylative [4 + 2]-annulation of ethynyl benzoxazinanones with azlactones has been developed under cooperative copper and bifunctional tertiary aminourea catalysis. This direct and modular approach combines dipolar copper-allenylidene intermediates with azlactone enolates and allows for the synthesis of α-quaternary α-acylaminoamides as a single diastereomer generally in high yields with good to excellent enantioselectivities (up to 99:1 er).
在铜和双功能叔胺脲的协同催化下，首次实现了乙炔基苯并恶嗪酮与恶唑烷酮的对映选择性脱羧[4 + 2]环化反应。这种直接且模块化的方法将偶极铜-亚联烯基中间体与恶唑烷酮烯醇盐相结合，能够以单一非对映异构体的形式合成α-季碳α-酰基氨基酰胺，通常产率较高，对映选择性良好至优异（对映体比例高达99:1）。
