Reactions of α,β-Unsaturated Ketone Acetals with Trimethylsilyl Cyanide and Trimethylsilyl Sulfides

DOI: 10.1246/bcsj.64.1108

Source and publish data:

Bulletin of the Chemical Society of Japan p. 1108 - 1117 (1991)

Update date:2022-08-04

Topics: Regioselectivity Column chromatography Yield NMR spectroscopy Nucleophilic addition TLC (thin-layer chromatography) Protecting group solvent-free conditions Michael addition Anhydrous conditions Silyl enol ether Workup Stereoselectivity Lewis Acid Catalyst Cyanohydrin Formation Mechanistic study Inert atmosphere

Authors:

Soga, Tsunehiko

Takenoshita, Haruhiro

Yamada, Masaaki

Han, Jeng S.

Mukaiyama, Teruaki

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

Article abstract of DOI:10.1246/bcsj.64.1108

In the presence of a catalytic amount of trityl perchlorate, trimethylsilyl cyanide reacts with the dimethyl acetals of chalcone derivatives, with simultaneous double bond isomerization, to yield γ-methoxy-α,β-unsaturated carbonitriles.Trimethylsilyl sulf

Full text of DOI:10.1246/bcsj.64.1108

Products guided by the article

Product name:4,4-Dimethyl-1-phenyl-1,3-bis(phenylthio)-1-pentene

Cas No:134916-97-5

R&D Labs maybe for 134916-97-5

Shanghai Norky Pharmaceutical Co., LTD.

website:http://www.norkypharm.com

Contact:86-21-61075300

Address:1165 Jiangning Road, Office 1502, Shanghai, China
SINO Industries Company Limited(expird)

Contact:86-29-85369724

Address:No.111, Jiefang Road, Xi’an, China
AstaTech ( Chengdu) BioPharmaceutical Corp.

website:http://www.astabiochem.cn/

Contact:+86-15198215156-15198215156

Address:SICHUAN CHENGDU
Chongqing maohuan Chemicals Co., Ltd

website:http://www.bschem.com

Contact:+86 13996103726

Address:Chongqing Nan'an District Tu Town
Qingdao Kingway Pharmtech Co., Ltd.

Contact:86-532-87118899

Address:No. 88, Middle Haixi Road, Jiaonan City, Qingdao, China

Relevant to this article

A one-pot efficient four-component reaction for the synthesis of 2-(arylamino)-2-(5-aryl-1,3,4-oxadiazol-2-yl)propyl benzoate (or acetate) derivatives

Doi:10.1002/hc.20735
(2011)
Synthesis and cytotoxicity of novel 2-amino-5-thiazolecarboxamide derivatives

Doi:10.3184/174751911X13099483874341
(2011)
Design, synthesis, and qualitative structure-activity evaluations of novel β-secretase inhibitors as potential Alzheimer's drug leads

Doi:10.1021/jm201181f
(2011)
Pyridazines. LXVIII. Convenient synthesis of phenyl (6-substituted 3- pyridazinyl) ketones via the oxidative decyanation route

Doi:10.1002/jhet.5570300639
(1993)
Facile one-pot synthesis of carbamoylbenzotriazoles directly from CO Synthesis of tolbutamide

Doi:10.1055/s-0030-1261222
(2011)
Nucleophile-solvent isotope effects between methanol isotopomers during the interception of aziridinium imide-'like' closed intermediates

Doi:10.1016/j.tetlet.2006.07.063
(2006)

Article Doi