Synthetically useful Wagner-Meerwein rearrangement of α-quaternary β-bromovinyl methyl ethers

Ai Xia Wang; Yong Qiang Tu; Zhen Lei Song; Dao Yi Yuan; Xiang Dong Hu; Shao Hua Wang; Shuan Hu Gao

doi:10.1002/ejoc.200600195

Synthetically useful Wagner-Meerwein rearrangement of α-quaternary β-bromovinyl methyl ethers

Ai Xia Wang
, Yong Qiang Tu^*
, Zhen Lei Song
, Dao Yi Yuan
, Xiang Dong Hu
, Shao Hua Wang
, Shuan Hu Gao

^*此作品的通讯作者

Lanzhou University

科研成果: 期刊稿件 › 文章 › 同行评审

4 引用（Scopus）

摘要

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.

源语言	英语
页（从-至）	2691-2694
页数	4
期刊	European Journal of Organic Chemistry
期	12
DOI	https://doi.org/10.1002/ejoc.200600195
出版状态	已出版 - 12 6月 2006
已对外发布	是

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title = "Synthetically useful Wagner-Meerwein rearrangement of α-quaternary β-bromovinyl methyl ethers",

abstract = "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.",

keywords = "Lewis acids, Tricyclic systems, Unsaturated aldehydes, Vinyl methyl ethers, Wagner-Meerwein rearrangement",

author = "Wang, \{Ai Xia\} and Tu, \{Yong Qiang\} and Song, \{Zhen Lei\} and Yuan, \{Dao Yi\} and Hu, \{Xiang Dong\} and Wang, \{Shao Hua\} and Gao, \{Shuan Hu\}",

year = "2006",

month = jun,

day = "12",

doi = "10.1002/ejoc.200600195",

language = "英语",

pages = "2691--2694",

journal = "European Journal of Organic Chemistry",

issn = "1434-193X",

publisher = "Wiley-VCH Verlag",

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TY - JOUR

T1 - Synthetically useful Wagner-Meerwein rearrangement of α-quaternary β-bromovinyl methyl ethers

AU - Wang, Ai Xia

AU - Tu, Yong Qiang

AU - Song, Zhen Lei

AU - Yuan, Dao Yi

AU - Hu, Xiang Dong

AU - Wang, Shao Hua

AU - Gao, Shuan Hu

PY - 2006/6/12

Y1 - 2006/6/12

N2 - 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.

AB - 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.

KW - Lewis acids

KW - Tricyclic systems

KW - Unsaturated aldehydes

KW - Vinyl methyl ethers

KW - Wagner-Meerwein rearrangement

UR - https://www.scopus.com/pages/publications/33745672791

U2 - 10.1002/ejoc.200600195

DO - 10.1002/ejoc.200600195

M3 - 文章

AN - SCOPUS:33745672791

SN - 1434-193X

SP - 2691

EP - 2694

JO - European Journal of Organic Chemistry

JF - European Journal of Organic Chemistry

IS - 12

ER -

Synthetically useful Wagner-Meerwein rearrangement of α-quaternary β-bromovinyl methyl ethers

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