Stereoselective Total Synthesis of Polyether Ionophore Antibiotics, Isolasalocid A and Lasalocid A. Part 1. Stereocontrolled Construction of the C Rings (C18-C24) by Acid-Catalyzed Cyclization of p-Methoxyphenylallyl Alcohols

DOI: 10.1016/S0040-4020(01)87184-2

Source and publish data:

Tetrahedron p. 5979 - 5996 (1993)

Update date:2022-08-04

Topics:

Authors:

Horita, Kiyoshi

Noda, Ichio

Tanaka, Kazuhiro

Miura, Tamaki

Oikawa, Yuji

Yonemitsu, Osamu

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

Article abstract of DOI:10.1016/S0040-4020(01)87184-2

The C18-C24 subunits (11, 12) of isolasalocid A (9) and lasalocid A (10) were synthesized stereoselectively via construction of the tetrahydrofuran and tetrahydropyran rings by acid-catalyzed cyclization of the corresponding p-methoxyphenylallyl alcohols (18, 25). Key words: polyether antibiotic; total synthesis; stereoselective synthesis; tetrahydrofuran; tetrahydropyran; acid-catalyzed cyclization.

Full text of DOI:10.1016/S0040-4020(01)87184-2

Products guided by the article

Product name:(2S)-2-Benzyloxymethoxyhept-6-en-3-one

Cas No:151255-06-0

R&D Labs maybe for 151255-06-0

Okeanos Tech.Co.,LTD

Contact:+86-10-62651721

Address:29 Yongxing Road, Daxing District,Beijing China
Meryer (Shanghai) Chemical Technology Co., Ltd.

website:http://www.meryer.com/cn/index/

Contact:+86-755-86170518

Address:Minhang,Shanghai, China
Allicon Pharmaceuticals,Inc.

Contact:+86-519-86339586，13584329896

Address:Changzhou Scientific and Education Park
KINHENG CHEMICAL(SHANGHAI)CO., LTD.

Contact:+8621-60490170

Address:Room401, No.28,Lane 189, Yangshupu Rd. Shanghai, China.
Huaihua Baohua Biotechnology Co.,Ltd

website:http://www.baochengchem.com

Contact:86-519-82698291

Address:HouYang chemical development zone,Jintan,Jiangsu,China (213200)

Relevant to this article

Novel chiral (salen)Mn(iii) complexes containing a calix[4]arene unit in 1,3-alternate conformation as catalysts for enantioselective epoxidation reactions of (Z)-aryl alkenes

Doi:10.1039/c3dt52550c
(2014)
Doi:10.1021/jm00315a062
(1967)
Molybdenum-Allyloxo and -Allylamido Complexes as Models for the Catalytic Surface Intermediates of the Oxidation of Propene to Acrolein and Acrylnitrile

Doi:10.1039/c39930001125
(1993)
Asymmetric benzaldehyde methylation with titanium TADDOLate complexes

Doi:10.1016/j.ica.2013.10.004
(2014)
A Potent, Orally Active, Balanced Affinity Angiotensin II AT₁ Antagonist and AT₂ Binding Inhibitor

Doi:10.1021/jm00073a024
(1993)
Doi:10.1016/0040-6031(93)80170-F
(1993)

Article Doi