Rapid construction of the ABD tricyclic skeleton in meliacarpinin B from carvone enabled by an INOC strategy

文献情報

出版日 2020-06-17

DOI 10.1039/D0QO00576B

インパクトファクター 5.281

著者

Changming Dong, Tianjiao Qiao, Yi Xie, Xiao Zhang, Junli Ao, Guangxin Liang

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要旨

A highly diastereoselective synthesis of the ABD skeleton of meliacarpinin B is presented. The construction of the key trans-decalin unit features an intramolecular nitrile oxide-alkene cycloaddtion (INOC) reaction on a readily available carvone derivative. This strategy enabled prepration of the tricyclic core bearing 6 contiguous stereogenic centres in 14 straightforward linear steps from R-carvone.

掲載誌

Organic Chemistry Frontiers

CiteScore: 7.8

自己引用率: 8.7%

年間論文数: 724

Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry

Rapid construction of the ABD tricyclic skeleton in meliacarpinin B from carvone enabled by an INOC strategy

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