Total Synthesis of (+/-)-4'-Demethyl-4-epipodophyllotoxin by Insertion-Cyclization

DOI: 10.1021/jo00326a056

Source and publish data:

Journal of Organic Chemistry p. 2826 - 2828 (1981)

Update date:2022-08-04

Topics:

Authors:

Kende, Andrew S.

King, Margaret Logan

Curran, Dennis P.

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

Article abstract of DOI:10.1021/jo00326a056

The total synthesis of (+/-)-4'-O-demethyl-4-epipodophyllotoxin (3) is accomplished in 13 steps and 2.4percent overall yield from piperonal through the use of an "insertion-cyclization" reaction to form the aryltetralin ring system.

Full text of DOI:10.1021/jo00326a056

Products guided by the article

Product name:8-Hydroxy-5-(3,4,5-trimethoxy-phenyl)-7,8-dihydro-5H-naphtho[2,3-d][1,3]dioxole-6,6-dicarboxylic acid diethyl ester

Cas No:77461-26-8

R&D Labs maybe for 77461-26-8

Foreschem Co., Ltd

Contact:+86-533-3112891

Address:zibo
Hangzhou Haichem Co.,Ltd.

Contact:+86-571-86025531 / 86024803

Address:1218-24 Guangyin Mansion,42 Fengqi East Road
Hangzhou Dingyan Chem Co., Ltd

website:http://www.dingyanchem.com

Contact:86-571-87157530-8007

Address:RM.1118,NO.1 Building, Baiyun Tower,Jianggan Area, Hangzhou city, China,310004
NEW FORTUNE INDUSTRIAL CO.,LTD.

website:http://newfortune.lookchem.com/

Contact:+86-25-8645-9456

Address:C4-105 GREEN ISLAND FLOWER TOWN
Xinchang Yueding Chemical Co., Ltd.

Contact:86-571-56926323

Address:NO.90 BEIMENCHENGWAI CHENGGUAN TOWN XINCHANG

Relevant to this article

8-HYDROXYDOTRIACONTAN-30-ONE AND OTHER CONSTITUENTS FROM DUBOISIA MYOPOROIDES

Doi:10.1016/S0031-9422(00)80500-2
(1984)
1,7- and 1,8-Directed Lithiations of 1-Indanol and 1-Tetralol

Doi:10.1055/s-1981-29337
(1981)
Structure-Activity Relationships in a Broad-Spectrum Anthelmintic Series. Acid Chloride Phenylhydrazones. 1. Aryl Substitutions and Chloride Variations

Doi:10.1021/jm00137a011
(1981)
Tethered silyl complexes from nucleophilic substitution reactions at the Si - Cl bond of the chloro(diphenyl)silyl ligand in Ru(SiClPh₂)(κ²-S₂ CNMe₂)(CO)(PPh₃)₂

Doi:10.1016/j.jorganchem.2004.06.031
(2004)
R₄⁴(30) rectangular rings in 2,5-dioxopiperazine-1,4-diacetic acid

Doi:10.1107/S0108270103017803
(2003)
THE ASYMMETRIC DIELS-ALDER REACTIONS OF α,β-UNSATURATED CARBOXYLIC AMIDES DERIVED FROM (-)-PHENYLGLYCINOL AND THE ASYMMETRIC TOTAL SYNTHESIS OF (+)-FARNESIFEROL C

Doi:10.1246/cl.1981.29
(1981)

Article Doi