Enantioselective Total Synthesis of Streptazolin. The Tandem Use of Iminium Ion-Vinylsilane Cyclizations and Intramolecular Acylations

DOI: 10.1021/ja00254a034

Source and publish data:

Journal of the American Chemical Society p. 6115 - 6118 (1987)

Update date:2022-09-26

Topics:

Authors:

Flann, Christopher J.

Overman, Larry E.

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

Article abstract of DOI:10.1021/ja00254a034

The first enantioselective total syntheses of the natural antibiotic (+)-streptazolin (1) and its dihydro derivative 2 are described.Key steps are a stereoselective vinylsilane-terminated cyclization of a tartrate-derived N-acyliminium ion (17 -> 18) and

Full text of DOI:10.1021/ja00254a034

Products guided by the article

Product name:1H-2-Oxa-7a-azacyclopent[cd]inden-1-one, 4-ethylidene-2a,3,4,6,7,7b-hexahydro-3-hydroxy-, [2aS-(2a-alpha-,3-alpha-,4E,7b-alpha-)]- (9CI)

Cas No:109958-09-0

R&D Labs maybe for 109958-09-0

Wuxi Highness Chemical Co.,Ltd

website:https://www.phtpharmatech.com/

Contact:86-510-81771080

Address:No58 East Xinguan Rd, Guanlin Town, Yixing City, Jiangsu China
Zhenjiang Huayu I/E Co.,LTD

Contact:86-511-85210668 0511-85210668, 85210818, 85210898

Address:Yihai Garden E-902,NO.99 Daxi RD., Zhenjiang Jiiangsu ,China
Feis International Trade Co,. Ltd

Contact:13961823444-18235944442

Address:Wuxi jiangsu
jiangsu hualin chemical co.,ltd.

Contact:86-25-87787402

Address:jaingsu,china
Chemsky（shanghai）International Co.,Ltd.

Contact:0

Address:0

Relevant to this article

Scope of the suzuki-Miyaura cross-coupling reactions of potassium heteroaryltrifluoroborates

Doi:10.1021/jo802590b
(2009)
Photochemistry of Bichromophoric Aromatic Diketones: The Effect of Methylene Chain

Doi:10.1021/jo00263a051
(1989)
Catalytic homogeneous CH-activation reactions of cyclooctane with [Ir(cod)LL]X complexes (LL = N,N-chelating ligands, amines, phosphines; X = Cl, PF₆)

Doi:10.1016/j.molcata.2008.01.023
(2008)
TOTAL SYNTHESIS OF (+/-)-BISABOLANGELONE

Doi:10.1016/S0040-4039(00)85112-6
(1986)
tert-Butyl Hydroperoxide-Pyridinium Dichromate: A Convenient Reagent System for Allylic and Benzylic Oxidations

Doi:10.1021/jo00231a046
(1987)
Long-distance ferromagnetic coupling through spin polarization in a linear heterotrinuclear iron(III)-copper(II)-iron(III) complex derived from 5-ferrocenyl-2-aminotropone

Doi:10.1039/b813944j
(2008)

Article Doi