A New Route to the Pavine (5,6,11,12-Tetrahydro-5,11-imino-13-methyl-dibenzocyclo-octene) Skeleton: Synthesis of (+/-)-Argemonine

DOI: 10.1039/c39820001113

Source and publish data:

Journal of the Chemical Society. Chemical communications p. 1113 - 1115 (1982)

Update date:2022-08-05

Topics:

Authors:

Nomoto, Takashi

Takayama, Hiroaki

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

Article abstract of DOI:10.1039/c39820001113

A new route to the pavine skeleton was investigated starting from the readily accessible tetrahydro-6,12-methanodibenzazocine (1, R = H or Me); an efficient synthesis of a typical pavine alkaloid (+/-)-argemonine (6, R = OMe) from (1, R = OMe) was accomplished in 53percent overall yield.

Full text of DOI:10.1039/c39820001113

View Article Online / Journal Homepage / Table of Contents for this issue

View Article Online

Products guided by the article

Product name:6-methyl-12-methylene-5,6,7,12-tetrahydro-dibenzo[c,f]azocine

Cas No:67280-36-8

R&D Labs maybe for 67280-36-8

Zhengzhou Xinlian Chemical Tech Co. ,Ltd

Contact:0371-65771781 021-52042910

Address:H Part, Building I, No. 700 Gonglu Road, Pudong New Area, Shanghai
Hebei Maison Chemical Co.,Ltd

website:http://www.maisonchem.com.cn

Contact:0086-311-83833777

Address:Leitou industrial district, xinji, shijiazhuang city, hebei province,
Chongqing Werlchem Fine Chemical Co. Ltd

Contact:+86-23-67521957

Address:NO.15,Fortune Road,Yubei District,401121,Chongqing,China
Wuhan Benjamin Pharmaceutical Chemical Co.,Ltd

Contact:86-27-52341789

Address:Room 1518 B suite, optical valley time square, No 111 Guanshan Road, Hongshan District,Wuhan,Hubei Province,China.
Synchem Pharma Co.,Ltd(expird)

Contact:+0086-21-61984905-1

Address:Building 60,Zimian Park, LongYang industrial Area, 1515Nong，Yuandong Road Fengxian District, Shanghai ,China

Relevant to this article

Stereochemical aspects in the synthesis of novel N-(purin-6-yl)dipeptides as potential antimycobacterial agents

Doi:10.1007/s00726-021-02958-0
(2021)
N-Glycosylation of 2,3-dideoxyfuranose derivatives having a (diethoxyphosphorothioyl)difluoromethyl group at the 3α-position

Doi:10.1016/j.tet.2003.09.069
(2003)
Doi:10.1016/0040-4020(78)80031-3
(1978)
Photoionization of organic phosphates by 193 nm laser light in aqueous solution: Rapid intramolecular H-transfer to the primarily formed phosphate radical. A model for ionization-induced chain-breakage in DNA?

Doi:10.1021/ja974393m
(1998)
Oxidative chlorination of acetanilides with hydrogen chloride/m-chloroperbenzoic acid/N,N-dimethylformamide system

Doi:10.1080/00397919108021782
(1991)
Terminal Alkyne-Assisted One-Pot Synthesis of Arylamidines: Carbon Source of the Amidine Group from Oxime Chlorides

Doi:10.1021/acs.joc.9b00538
(2019)

Article Doi