One-Flask, Consecutive and Sigmatropic Rearrangements for Conversions of Propargylic Alcohols into Two-Carbon-Extended 4-Oxo-2-alkenoate Esters. Use of a New 1-Chloro-1-ethoxy-2-sulfinylethylene

DOI: 10.1021/jo00025a009

Source and publish data:

Journal of Organic Chemistry p. 6987 - 6993 (1991)

Update date:2022-08-04

Topics:

Authors:

Posner, Gary H.

Carry, Jean-Christophe

Crouch, R. David

Johnson, Neil

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

Article abstract of DOI:10.1021/jo00025a009

Seven differently substituted primary and secondary propargylic alcohols are shown to react with (arylsulfinyl)vinylic chloride 1a at 100 deg C for 1 h sequentially via a <3,3> sigmatropic rearrangement and then a <2,3> sigmatropic rearrangement to form 4

Full text of DOI:10.1021/jo00025a009

Products guided by the article

Product name:3-Cyclohexene-1-carboxylic acid, 6-acetyl-3,4,6-trimethyl-, ethyl ester, cis-

Cas No:137570-96-8

R&D Labs maybe for 137570-96-8

Shanghai Pengkai Chemical Co.,Ltd

Contact:+86-21-60526671

Address:No.4226 Duzhuang Rd Minhang District Shanghai China
Shanghai Sunway Pharmaceutical Technology Co.,Ltd.

Contact:+86-21-5161 3915

Address:Shanghai YangPu
SHANGHAI RC CHEMICALS CO.,LTD.

website:http://www.rcc.net.cn

Contact:+86-21-50322175

Address:Rm1415 Yinqiao Masion No.58 Jinxin Road Pudong Shanghai China
Nanjing Samwon International Limited

Contact:+86-25-84873444

Address:1108, BLDG B, New Century Plaza, No 1, South Taiping Rd.,
H&Y International Group Ltd

Contact:+86-571-86491666

Address:SHI XIANG ROAD

Relevant to this article

Studies on the Mechanism and Origin of Stereoselective Opening of Chiral Dioxane Acetals

Doi:10.1021/ja00021a040
(1991)
Ueber gemischte Gruppe 14-Gruppe 14-Bindungen. IV. Hexa-p-tolylethan-Analoga p-Tol6Sn2, p-Tol6PbSn und p-Tol6Pb2: Darstellung, Homoeotype Structuren, NMR-Kopplungen und Valenzschwingungen

Doi:10.1016/0022-328X(91)80135-7
(1991)
Synthesis of the AB-DE ring system present in the alstoscholarine alkaloids

Doi:10.1055/s-0031-1289745
(2012)
Accelerating the multifunctionalization of therapeutic nanoparticles by using a multicomponent reaction

Doi:10.1002/chem.201103743
(2012)
A Gold(I)-Catalyzed Domino Coupling of Alcohols with Allenes Enables the Synthesis of Highly Substituted Indenes

Doi:10.1002/chem.201603154
(2016)
Design, synthesis, and pharmacological characterization of indol-3-ylacetamides, indol-3-yloxoacetamides, and indol-3-ylcarboxamides: Potent and selective CB2 cannabinoid receptor inverse agonists

Doi:10.1021/jm3003334
(2012)

Article Doi