Diastereoselective Total Synthesis of Salvileucalin C

作者：Fu, Chenchen; Zhang, Yuanbao; Xuan, Jun; Zhu, Chenlong; Wang, Bingnan; Ding, Hanfeng^*

来源：Organic Letters, 2014, 16(12): 3376-3379.

DOI：10.1021/ol501423t

• INTRAMOLECULAR HECK REACTION
• DITERPENOIDS
• REARRANGEMENT
• PHOTOCHEMISTRY
• INDANONES
• CYANO
• ACYL

A concise and efficient approach for the diastereoselective total synthesis of salvileucalin C, as well as their biosynthetically related diterpenoids salvileucalin D, salvipuberulin, isosalvipuberulin, and dugesin B, has been reported for the first time. The key features of the strategy are based on a Beckwith-Dowd ring expansion, a tandem diastereoselective Stille coupling/debromination/desilylation/lactonization reaction, and a photoinduced electrocyclic ring contraction.

• 出版日期2014-6-20
• 单位浙江大学