Total synthesis study of rauvomines A and B: construction of the pentacyclic core structure,Organic Chemistry Frontiers

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Total synthesis study of rauvomines A and B: construction of the pentacyclic core structure
Organic Chemistry Frontiers ( IF 5.4 ) Pub Date : 2020-05-18 , DOI: 10.1039/c9qo01531k
Binglu Wu _{1,

2,

3,

4} , Zhi-Jiang Jiang _{3,

4,

5,

6} , Jianbo Tang _{3,

4,

5,

6} , Zhanghua Gao _{3,

4,

5,

6} , Hongze Liang _{1,

2,

3,

4} , Bencan Tang _{3,

4,

7,

8} , Jia Chen _{3,

4,

5,

6} , Kewei Lei _{1,

2,

3,

4}

Affiliation

A synthetic route has been developed for the core scaffold of rauvomines, which possess an abnormal sarpagine-type backbone without the C20-methylene substitution. The E-ring annulation was achieved by a TiCl₄-catalyzed Mukaiyama-Aldol reaction with a moderate yield of 70%.

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