Synthetically Useful Wagner–Meerwein Rearrangement of α-Quaternary β-Bromovinyl Methyl Ethers

Autor:	Ai-Xia Wang, Shao-Hua Wang, Shuanhu Gao, Xiang-Dong Hu, Yong-Qiang Tu, Dao-Yi Yuan, Zhenlei Song
Rok vydání:	2006
Předmět:	Reaction conditions Wagner–Meerwein rearrangement Tandem Chemistry Organic Chemistry Organic chemistry General Medicine Lewis acids and bases Physical and Theoretical Chemistry
Zdroj:	European Journal of Organic Chemistry. 2006:2691-2694
ISSN:	1099-0690 1434-193X
DOI:	10.1002/ejoc.200600195
Popis:	A synthetically useful Wagner–Meerwein (WM) rearrangement is reported in this paper. The investigation on the design and optimization involved the substrates α-quaternary β-bromovinyl methyl ethers as well as the reaction conditions. γ-Aryl α,β-unsaturated aldehydes with versatile synthetic uses could readily be obtained through a special pathway in high yields. For example, tricyclic aromatic systems were constructed efficiently through a tandem WM rearrangement/Friedel–Crafts alkylation.(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)
Databáze:	OpenAIRE
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