Successive Michael reaction-sigmatropic rearrangement of naphthodiquinone with O-silylated ketene acetals leading to synthesis of cycloshikonin and structure-reactivity relationship for side chain of naphthazarins

DOI: 10.1248/cpb.41.1549

Source and publish data:

Chemical and Pharmaceutical Bulletin p. 1549 - 1556 (1993)

Update date:2022-07-30

Topics:

Authors:

Aso Aso

Kanematsu

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

Article abstract of DOI:10.1248/cpb.41.1549

Synthesis of cycloshikonin via successive Michael reaction-sigmatropic rearrangement of naphthodiquinone with O-silylated ketene acetals is described. The structure dependence of the reactivity of the side chain of intermediary naphthazarin derivatives ha

Full text of DOI:10.1248/cpb.41.1549

NII-Electronic Library Service

Products guided by the article

Product name:Acetic acid 4,5,8-triacetoxy-2-[4-(2-nitro-phenylselanyl)-butyl]-naphthalen-1-yl ester

Cas No:155500-22-4

R&D Labs maybe for 155500-22-4

Guangxi Nanning Guangtai Agriculture Chemical Co.,Ltd

Contact:+86-771-2311266

Address:Room703,Building12, Software Park Phase II,NO.68,Keyuan Road,Nanning City,Guangxi,China
Hotechem Shanghai Co., Ltd

Contact:13120882795；+86-21-34621078;+86-021-31122318

Address:Suite 2,No.2715 Longwu Road
taizhou creating bio-pharm co.,ltd.

Contact:+86- 576- 88827176

Address:715 room ,unit A.junyue Building,Jiaojiang,Taizhou,Zhejiang,China
GenicBio Limited

Contact:+86-(0)21-3770 9035

Address:Room 301, Building 2, Meijiabang Road 1508, Shanghai China
Hangzhou Donglou Bio-nutrient Co., Ltd.

Contact:+86-571-82225795,13967112289

Address:Louta Town, Xiaoshan,Hangzhou,Zhejiang

Relevant to this article

Fungal metabolites. IX. Synthesis of a membrane-modifying peptide, hypelcin A-III, from Hypocrea peltata

Doi:10.1248/cpb.41.1955
(1993)
Thermolysis of 3,3-bis(phenylmethyl)-1,2-dioxetane: Radical-induced formation of the unusual decomposition product 3-phenyl-1-(phenylmethoxy)-2-propanone

Doi:10.1021/ja00092a019
(1994)
Convenient selective synthesis of pyrano[2,3-d]pyrimidines

Doi:10.1007/s11172-008-0308-0
(2008)
Synthesis of Some Bridgehead-Bridgehead-Disubstituted Bicyclo<1.1.1>pentanes

Doi:10.1021/jo00090a015
(1994)
The Total Synthesis of Swinholide A. Part 3: A Stereocontrolled Synthesis of (-)-Pre-Swinholide A.

Doi:10.1016/0040-4020(95)00548-M
(1995)
Concise enantiospecific total synthesis of tubingensin A

Doi:10.1021/ja501142e
(2014)

Article Doi