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Cascade Claisen and Meinwald Rearrangement for One-Pot Divergent Synthesis of Benzofurans and 2H-Chromenes.
Organic Letters ( IF 5.2 ) Pub Date : 2020-04-03 , DOI: 10.1021/acs.orglett.0c00770
Liyan Song 1 , Qian Su 1 , Xi Lin 1 , Zhihui Du 1 , Huiyou Xu 1 , Ming-An Ouyang 1 , Hongliang Yao 2 , Rongbiao Tong 3
Affiliation  

A new cascade approach has been developed for the one-pot four-step divergent synthesis of polysubstituted benzofurans and 2H-chromenes, featuring a novel cascade aromatic Claisen rearrangement/Meinwald rearrangement/dehydrative or oxidative cyclization. This new method was demonstrated with 39 examples tolerating different substitutions at an epoxide, allylic ether, and aromatic ring, and we showcased its utility with the first total synthesis of natural product liparacid A in seven steps.

中文翻译:

级联裂解制备苯并呋喃和2H-Chromenes的Cascade Claisen和Meinwald重排。

已开发出一种新的级联方法,用于一锅四步发散合成多取代的苯并呋喃和2 H-色烯,其特征在于新颖的级联芳烃克莱森重排/梅恩瓦尔德重排/脱水或氧化环化。通过39个在环氧化物,烯丙基醚和芳环上具有不同取代的实例证明了这种新方法,并且我们在七个步骤中首次完全合成天然产物柠檬酸A展示了其实用性。
更新日期:2020-04-24
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