A Simple Conversion of 2-Methoxynaphthoguinones to 2,3,4,5-Tetrahydronaphthofuran-4,5-diones. Application to the Synthesis of (+/-)-Trypethelones

DOI: 10.1021/jo00185a002

Source and publish data:

Journal of Organic Chemistry p. 1853 - 1857 (1984)

Update date:2022-08-04

Topics:

Authors:

Guay, Vincent

Brassard, Paul

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

Article abstract of DOI:10.1021/jo00185a002

Structures proposed for trypethelone, O-methyltrypethelone, and O-methyl-8-methoxytrypethelone have been confirmed by synthesis.The required naphthoquinone substrates were prepared regiospecifically in one step by using vinylogous ketene acetals and then converted to the desired products essentially in a novel one-flask procedure.

Full text of DOI:10.1021/jo00185a002

Products guided by the article

Product name:(+/-)-2,3,4,5-Tetrahydro-7-methoxy-2,2,3,9-tetramethylnaphtho<1,2-b>furan-4,5-dione <(+/-)-β-Isotrypethelone methyl ether>

Cas No:89827-96-3

R&D Labs maybe for 89827-96-3

ALPHA PHARMACEUTICAL CO，LTD JIANGSU

Contact:+86-527-84829968,+86-527-84829998

Address:suqian city
Shanghai chemrole co.,ltd

Contact:021-50278900

Address:No.6,Room 201 ,Lane 299,bisheng road ,shanghai ,china
KA-SHING Business Trade Macau Co., Ltd.

Contact:00853-28430045

Address:23rd Floor, Block 3 La Cite, Areia Preta, Macao
Beijing Cooperate Pharmaceutical Co.,Ltd

Contact:86-01060279497

Address:No.507,Building 4,Tianhua Street, Biomedicine industrial Base
VanderArk International Limited

Contact:86-10-82437576

Address:Qing He

Relevant to this article

Catalytic asymmetric synthesis of quaternary carbon centers. Exploratory studies of intramolecular Heck reactions of (Z)-α,β-unsaturated anilides and mechanistic investigations of asymmetric Heck reactions proceeding via neutral intermediates

Doi:10.1021/ja980787h
(1998)
Stereoselective synthesis of α-C-L-fucopyranosyl containing C-disaccharides

Doi:10.1055/s-1998-3138
(1998)
Preparation and Reactions of Benzofurano-, Indolo-, and Benzothieno-3-sulfolenes

Doi:10.1021/jo980044e
(1998)
Synthesis and structure-activity relationship of fluoro analogues of 8-{2-[4-(4-methoxyphenyl)piperazin-1yl]ethyl}-8-azaspiro[4.5]decane-7,9-dione as selective α_1d-adrenergic receptor antagonists

Doi:10.1021/jm0491391
(2005)
Synthesis of dinucleoside (N3′→MeP5′) methanephosphonamidates

Doi:10.1021/ol0259084
(2002)
Doi:10.1139/v68-612
(1968)

Article Doi