Studies on Wagner-Meerwein rearrangement of benzospirocyclic β-bromo ketones and application to formal synthesis of (±)-colchicine

Ai Xia Wang; Zhen Lei Song; Shuan Hu Gao; Yi Jun Jiang; Dao Yi Yuan; Yong Qiang Tu; Ning Zi Li

Studies on Wagner-Meerwein rearrangement of benzospirocyclic β-bromo ketones and application to formal synthesis of (±)-colchicine

Ai Xia Wang^*
, Zhen Lei Song
, Shuan Hu Gao
, Yi Jun Jiang
, Dao Yi Yuan
, Yong Qiang Tu
, Ning Zi Li

^*Corresponding author for this work

Lanzhou University

Research output: Contribution to journal › Article › peer-review

1 Scopus citations

Abstract

Studies on the Wagner-Meerwein rearrangement of benzospirocyclic β-bromo ketones to n,7,6-tricyclic systems under the promotion of AgBF ₄ are reported in this paper. Application of this method led to a new approach to 7,7,6-membered core, and thus constituents a formal synthesis of (±)-colchicine.

Original language	English
Pages (from-to)	1171-1175
Number of pages	5
Journal	Chinese Journal of Organic Chemistry
Volume	27
Issue number	9
State	Published - Sep 2007
Externally published	Yes

Keywords

(±)-colchicine
AgBF
Benzospirocyclic β-bromo ketones
Tricyclic system
Wagner-Meerwein rearrangement

Cite this

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title = "Studies on Wagner-Meerwein rearrangement of benzospirocyclic β-bromo ketones and application to formal synthesis of (±)-colchicine",

abstract = "Studies on the Wagner-Meerwein rearrangement of benzospirocyclic β-bromo ketones to n,7,6-tricyclic systems under the promotion of AgBF 4 are reported in this paper. Application of this method led to a new approach to 7,7,6-membered core, and thus constituents a formal synthesis of (±)-colchicine.",

keywords = "(±)-colchicine, AgBF, Benzospirocyclic β-bromo ketones, Tricyclic system, Wagner-Meerwein rearrangement",

author = "Wang, \{Ai Xia\} and Song, \{Zhen Lei\} and Gao, \{Shuan Hu\} and Jiang, \{Yi Jun\} and Yuan, \{Dao Yi\} and Tu, \{Yong Qiang\} and Li, \{Ning Zi\}",

year = "2007",

month = sep,

language = "英语",

volume = "27",

pages = "1171--1175",

journal = "Chinese Journal of Organic Chemistry",

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T1 - Studies on Wagner-Meerwein rearrangement of benzospirocyclic β-bromo ketones and application to formal synthesis of (±)-colchicine

AU - Wang, Ai Xia

AU - Song, Zhen Lei

AU - Gao, Shuan Hu

AU - Jiang, Yi Jun

AU - Yuan, Dao Yi

AU - Tu, Yong Qiang

AU - Li, Ning Zi

PY - 2007/9

Y1 - 2007/9

N2 - Studies on the Wagner-Meerwein rearrangement of benzospirocyclic β-bromo ketones to n,7,6-tricyclic systems under the promotion of AgBF 4 are reported in this paper. Application of this method led to a new approach to 7,7,6-membered core, and thus constituents a formal synthesis of (±)-colchicine.

AB - Studies on the Wagner-Meerwein rearrangement of benzospirocyclic β-bromo ketones to n,7,6-tricyclic systems under the promotion of AgBF 4 are reported in this paper. Application of this method led to a new approach to 7,7,6-membered core, and thus constituents a formal synthesis of (±)-colchicine.

KW - (±)-colchicine

KW - AgBF

KW - Benzospirocyclic β-bromo ketones

KW - Tricyclic system

KW - Wagner-Meerwein rearrangement

UR - https://www.scopus.com/pages/publications/35948984142

M3 - 文章

AN - SCOPUS:35948984142

SN - 0253-2786

VL - 27

SP - 1171

EP - 1175

JO - Chinese Journal of Organic Chemistry

JF - Chinese Journal of Organic Chemistry

IS - 9

ER -

Studies on Wagner-Meerwein rearrangement of benzospirocyclic β-bromo ketones and application to formal synthesis of (±)-colchicine

Abstract

Keywords

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