Total synthesis of C19-diterpenoid alkaloid: construction of a functionalized ABCDE-ring system†,Organic Chemistry Frontiers

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Total synthesis of C19-diterpenoid alkaloid: construction of a functionalized ABCDE-ring system†
Organic Chemistry Frontiers ( IF 5.4 ) Pub Date : 2018-03-15 00:00:00 , DOI: 10.1039/c8qo00143j
Mengchen Liu _{1,

2,

3,

4,

5} , Chuanxu Cheng _{1,

2,

3,

4,

5} , Weiyan Xiong _{1,

2,

3,

4,

5} , Hang Cheng _{1,

2,

3,

4,

5} , Jian-Li Wang _{5,

6,

7,

8,

9} , Liang Xu _{1,

2,

3,

4,

5}

Affiliation

A synthetic approach for the ABCDE ring system of methyllycaconitine starting from a BCD tricycle precursor 14 was described. The synthesis features a useful strategy for the full functionalization of ring B, a 1,7-enyne reductive radical cyclization for the construction of ring A, and a straightforward double condensation for installation of the piperidine ring E.

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