Rodgersinine A和B的全合成

Rodgersinine A和B的全合成

苗强, 谢新刚, 张基勇, 厍学功, 潘鑫复^*

兰州大学化学系功能有机分子国家重点实验室, 甘肃兰州 730000

收稿日期:2007-01-26 修回日期:2007-03-01 出版日期:2007-03-15 发布日期:2007-03-15
通讯作者: 潘鑫复*

Total synthesis of rodgersinine A and B

Qiang Miao, Xin-Gang Xie, Ji-Yong Zhang, Xue-Gong She, Xin-Fu Pan^*

Department of Chemistry, State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000, China

Received:2007-01-26 Revised:2007-03-01 Online:2007-03-15 Published:2007-03-15
Contact: Xin-Fu Pan*

摘要/Abstract

摘要： 目的合成苯并二氧六环类新木脂素。方法综合使用多种有机合成反应来合成Rodgersinine A, 4-(3-甲基-7-(E)-1-丙烯基-2,3-二氢-1,4-二氧六环)-1,2-苯二酚和Rodgersinine B, 4-(3-甲基-7-(1-丙炔基)-2,3-二氢-1,4-二氧六环)-1,2-苯二酚。结果首次合成了目标分子Rodgersinine A和B。结论本文建立的合成方法可用于苯并二氧六环类新木脂素的合成。

关键词: Corey-Fuchs反应, Corey-Fuchs反应, Corey-Fuchs反应, 酸关环, 酸关环, 酸关环, SN2亲核取代反应, SN2亲核取代反应, SN2亲核取代反应, 炔类官能团, 炔类官能团, 炔类官能团

Abstract:

Aim Syntheses of benzodioxane neolignans. Method The S_N2 reaction and Corey-Fuchs reaction was used to synthesize Rodgersinine A, 4-[3-methyl-7-[(E)-1-propenyl-2, 3-dihydro-1, 4-benzodioxin-2-yl]-1, 2-benzenediol (1) and Rodgersinine B, 4-[3-methyl-7-(1-propynyl)-2, 3-dihydro-1, 4-benzodioxin-2-yl]-1, 2-benzenediol (2). Results Total synthesis of Rodgersinine A and B was first completed. Conclusion A useful method for constructing benzodioxane neolignans by the S_N2 reaction is achieved.

Key words: Corey-Fuchs reaction, Corey-Fuchs reaction, Closed ring by acid, Closed ring by acid, SN2 reaction, SN2 reaction, Acetylenic functionality, Acetylenic functionality

中图分类号:

TQ460.6

Supporting:

^*Corresponding author. Tel.: 86-931-8912596

苗强, 谢新刚, 张基勇, 厍学功, 潘鑫复^*. Rodgersinine A和B的全合成[J]. .

Qiang Miao, Xin-Gang Xie, Ji-Yong Zhang, Xue-Gong She, Xin-Fu Pan^*. Total synthesis of rodgersinine A and B[J]. .