Total Synthesis of Plagiochin D by an Intramolecular SNAr Reaction

被引:16
作者
Cortes Morales, Julio Cesar [1 ]
Guillen Torres, Alejandro [1 ]
Gonzalez-Zamora, Eduardo [1 ]
机构
[1] Univ Autonoma Metropolitana Iztapalapa, Dept Quim, Mexico City 09340, DF, Mexico
关键词
Natural products; Cyclization; Nucleophilic substitution; Total synthesis; MACROCYCLIC BIS(BIBENZYLS); CONSTITUENTS; BRYOPHYTES; LIVERWORTS;
D O I
10.1002/ejoc.201001412
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The total synthesis of plagiochin D, a macrocyclic bis(bibenzyl) compound isolated from the liverwort plagiochila acanthophylla, has been accomplished. Closure of the key 16-membered ring, which contained biphenyl ether and biaryl units, was achieved in good yield by an intramolecular SNAr reaction. The Suzuki and Wittig protocols proved to be powerful tools for the construction of a linear precursor that was crucial for ring cyclization.
引用
收藏
页码:3165 / 3170
页数:6
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