The Photochemistry of Pyran-4-ones: Intramolecular Trapping of the Zwitterionic Intermediate with Pendant Hydroxyl Groups

DOI: 10.1021/jo00311a008

Source and publish data:

Journal of Organic Chemistry p. 5936 - 5938 (1990)

Update date:2022-08-02

Topics:

Authors:

West, F. G.

Fisher, Peter V.

Willoughby, C. A.

Read Full Text PDF DownLoad Join now for total 90,000,000 free articles

Article abstract of DOI:10.1021/jo00311a008

Pyran-4-ones 5-11 bearing hydroxyalkyl side chains underwent efficient photocyclization to bicyclic oxyallyl zwitterions, and subsequent intramolecular nucleophilic trapping gave bicyclic cyclopentenone ethers 12-18 in good to excellent yield.

Full text of DOI:10.1021/jo00311a008

Products guided by the article

Product name:2-(2-Hydroxy-2-phenyl-ethyl)-3,5,6-trimethyl-pyran-4-one

Cas No:130797-88-5

R&D Labs maybe for 130797-88-5

Taixing Shenfeng Chemical Co., Ltd.

Contact:+86-523-87117033, 87117666

Address:4# Yinsanlu, Huangqiao town, Taixing, Jiangsu, China.
Suzhou Sinosun Imp.&Exp. Corporation

website:http://www.szsinosun.com

Contact:+86-512-63488895,63488616

Address:No.758 East Jiangling Road Wujiang Economic & Technological Developmenty Zone Jiangsu China
Xian Changyue Biological Technology Co., Ltd.

website:https://www.xachangyue.com/

Contact:+86-029-88211911

Address:Keji Road NO.70
Landz International Company Ltd.

Contact:0086-21-58891610

Address:985 Dongfang Road, Pudong, Shanghai 200122 China
ShanDong XinDa Chemical CO.,LTD(expird)

Contact:086-0311-87580543

Address:No.168, High Technology Development Zone Jinan Shandong China

Relevant to this article

Formation of 3-aminofuran-2-(5 H)-ones and 3-amino-1 H -pyrrole-2,5-diones by rearrangement of isoxazolidines

Doi:10.1055/s-0030-1259308
(2011)
INTRAMOLECULAR ARYNE CYCLOADDITION. A NEW APPROACH TO AMARYLLIDACEAE ALKALOIDS.

Doi:10.1016/0040-4039(90)80220-G
(1990)
A concise total synthesis of (±)-3-demethoxyerythratidinone based on an acid-promoted double cyclization of α-sulfinylacetamides

Doi:10.1248/cpb.38.907
(1990)
Studies on some 3(2H)-pyridazinone derivatives with antinociceptive activity

Doi:10.1002/(SICI)1521-4184(20004)333:4<79::AID-ARDP79>3.0.CO;2-S
(2000)
Stereo- and Regiocontrol of Electrophilic Additions to Cyclohexene Systems by Neighboring Groups. Competition of Electronic and Stereoelectronic Effects and Comparison of the Reactivity of Selected Electrophiles

Doi:10.1021/jo00308a014
(1990)
Highly regio- and diastereoselective anionic [3 + 2] cycloaddition under phase transfer catalytic conditions

Doi:10.1021/jo2005268
(2011)

Article Doi