Zhang Yiwen, Dlugosch Michael, Jübermann Martin, Banwell Martin G, Ward Jas S
Research School of Chemistry, Institute of Advanced Studies, The Australian National University, Canberra, ACT 2601, Australia.
J Org Chem. 2015 May 1;80(9):4828-33. doi: 10.1021/acs.joc.5b00590. Epub 2015 Apr 13.
A total synthesis of the structure, 1, assigned to the recently reported resorcylic acid lactone (RAL) neocosmosin A has been established. Olefin-cross metathesis, ring-closing metathesis, palladium-catalyzed Meinwald rearrangement, and Mitsunobu esterification reactions were used as key steps. A late-stage and simple modification to the reaction sequence also provided compound ent-1 that, in fact, represents the true structure of the natural product.
已完成对最近报道的间苯二酚内酯(RAL)新宇宙菌素A的结构1的全合成。烯烃交叉复分解反应、关环复分解反应、钯催化的迈因瓦尔德重排反应和光延酯化反应被用作关键步骤。对反应序列进行的后期简单修饰还得到了化合物对映体-1,实际上它代表了天然产物的真实结构。