Total synthesis of chelerythrine, a benzo[c]phenanthridine alkaloid

DOI: 10.1248/cpb.40.2002

Source and publish data:

Chemical and Pharmaceutical Bulletin p. 2002 - 2006 (1992)

Update date:2022-09-26

Topics:

Authors:

Ishii Ishii

Ishikawa

Takeda Takeda

Suzuki Suzuki

Harayaya

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

Article abstract of DOI:10.1248/cpb.40.2002

By taking advantage of our novel synthetic methods involving CsF-mediated Claisen rearrangement of an aryl propargyl ether to a 2-methylbenzolfuran and oxidative cleavage of the furan ring to a salicylaldehyde, total synthesis of chelerythrine, a benzo[c]phenanthridine alkaloid, was accomplished via the common intermediate (5) prepared through the two routes shown in Chart 3.

Full text of DOI:10.1248/cpb.40.2002

NII-Electronic Library Service

Products guided by the article

Product name:2-(2-formyl-3,4-dimethoxyphenyl)-1-(N-methylformamido)-6,7-methylenedioxynaphthalene

Cas No:145654-10-0

R&D Labs maybe for 145654-10-0

New Forms

Contact:+31-24-3886056

Address:Binderskampweg 29 Unit 36
Hangzhou Pharma & Chem Co.,Ltd.

Contact:+86-571-87040515

Address:No,139Qingchun Rd
JiangXi Hong Run Chemical Co., Ltd

Contact:+86-0791-88521351

Address:XingHuo industrial zone in YongXiu county
Shanghai Longjin Metallic Material Co., Ltd.

website:http://www.shlongjin.cn/

Contact:021-56517503,56502257

Address:No.16, Lane 555, Chengyin Road, Shanghai
Zhejiang Chemicals Import & Export Corporation (ZHECHEM)

Contact:+86-571-87046953

Address:No. 37, Qingchun Road

Relevant to this article

Doi:10.1021/jo01288a002
(1967)
Convenient method for the preparation of aryl sulfinyl chlorides

Doi:10.1055/s-2001-17437
(2001)
Modular synthesis of the C9-C27 degradation product of aflastatin a via alkyne-epoxide cross-couplings

Doi:10.1021/ol800659z
(2008)
Synthesis and in vitro anti-proliferative activity of β-elemene monosubstituted derivatives in HeLa cells mediated through arrest of cell cycle at the G1 phase

Doi:10.1016/j.bmc.2008.12.040
(2009)
A new type of NADH model compound: Synthesis and enantioselective reduction of benzoylformates to the corresponding mandelates

Doi:10.3390/12050979
(2007)
Titanium-mediated fragment union processes in complex molecule synthesis: Development of a branched reaction pathway of high step economy for the synthesis of complex and diverse polyketides

Doi:10.1055/s-2008-1032160
(2008)

Article Doi