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  • Diastereoselective HOTf-catalyzed three-component one-pot 1,3-dipolar cycloaddition of alpha-diazo ester, nitrosobenzene and electron-deficient alkene.

Diastereoselective HOTf-catalyzed three-component one-pot 1,3-dipolar cycloaddition of alpha-diazo ester, nitrosobenzene and electron-deficient alkene.

Chemical communications (Cambridge, England) (2010-03-24)
Zhen-Jiang Xu, Di Zhu, Xiaofei Zeng, Fei Wang, Bin Tan, Yuxuan Hou, Yunbo Lv, Guofu Zhong
RÉSUMÉ

A novel HOTf-catalyzed three-component one-pot cycloaddition of alpha-diazo ester, nitrosobenzene and electron deficient alkene has been developed. This catalysis is very simple to operate and tolerant to moisture/oxygen to afford the product with high to excellent diastereoselectivity in good to excellent yield, thus providing a useful and convenient method for the preparation of diverse functionalized isoxazolidines under very mild conditions.

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Sigma-Aldrich
Nitrosobenzene, ≥97%