New Methods and Reagents in Organic Synthesis; 73. Trimethylsilyldiazomethane: A Convenient Reagent for the Conversion of Aliphatic Aldehydes to the Homologous Methyl Ketones

DOI: 10.1055/s-1988-27522

Source and publish data:

Synthesis p. 228 - 229 (1988)

Update date:2022-07-30

Topics:

Authors:

Aoyama, Toyohiko

Shioiri, Takayuki

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

Article abstract of DOI:10.1055/s-1988-27522

Trimethylsilyldiazomethane reacts smoothly with aliphatic aldehydes in the presence of magnesium bromide (1.5 eqiv) to give homologous methyl ketones after direct treatment with 10percent hydrochloric acid/methanol (1:1).

Full text of DOI:10.1055/s-1988-27522

Products guided by the article

Product name:4-(4-tert-Butylphenyl)-3-methyl-1-trimethylsilyl-2-butanone

Cas No:118110-29-5

R&D Labs maybe for 118110-29-5

Shanghai Demand Chemical Co., ltd，China

Contact:86-021-55237578/55239122

Address:Room 3H, No.578, Yingkou Road, Yangpu District, Shanghai, China
shandong lukang animal & plant drug trading co.,ltd.

Contact:15853765968

Address:floor 9, lukang ,jingying building,#173,taibai building west road,jining city,shandong,china
Anhui Eapearl Chemical Co., Ltd.

Contact:86-562-5858458

Address:358 South Huaihe Road
CHENGDU CHENLV HERB CO.,LTD

Contact:+86-28-88523492

Address:714rooms of Time Square, Pujiang County
Shanxi Sanwei Group Co.,Ltd

Contact:0086-357-6662688

Address:Zhaocheng town, Hongtong County, Linfen City, Shanxi Province

Relevant to this article

Asymmetric Hydroacylation Involving Alkene Isomerization for the Construction of C₃-Chirogenic Center

Doi:10.1002/anie.202017190
(2021)
Indium(I) iodide promoted cleavage of dialkyl disulfides - Application of the Michael addition of thiolate anions to conjugated carbonyl compounds and regioselective ring opening of epoxides

Doi:10.1139/V06-065
(2006)
Total synthesis and biological evaluation of methylgerambullone

Doi:10.1016/j.bmcl.2009.11.040
(2010)
Synthesis of stilbenes promoted by the mixture of zinc and iron powder

Doi:10.3184/030823409X401754
(2009)
Steric effects in intramolecular [2+2] photocycloaddition of C=C double bonds to cyclohexenones

Doi:10.1016/S0040-4020(01)80336-7
(1993)
Aryl Radical Additions to Aldehydes and Oxime Ethers: The Tandem Enediyne-Radical Cyclization

Doi:10.1021/jo00076a011
(1993)

Article Doi