Regiospecific Synthesis of β, γ-Unsaturated Ketones from Allylic Alcohols. Claisen Rearrangement of α-Allyloxy Ketone Enol Derivatives

DOI: 10.1021/jo00359a004

Source and publish data:

Journal of Organic Chemistry p. 1393 - 1401 (1986)

Update date:2022-08-04

Topics:

Authors:

Kachinsky, Joseph L. C.

Salomon, Robert G.

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

Article abstract of DOI:10.1021/jo00359a004

β,γ-Unsaturated ketones are prepared with regiospecific C-C bond formation at the former γ-position of primary, secondary, or tertiary allylic alcohol precursors by a process involving <3.3> sigmatropic Claisen rearrangement of intermediate α-allyloxy ket

Full text of DOI:10.1021/jo00359a004

Products guided by the article

Product name:3-methyl-2-phenyl-2-(trimethylsiloxy)-4-pentenal

Cas No:100702-35-0

R&D Labs maybe for 100702-35-0

Shanghai Forever Synthesis Co.,Ltd.

Contact:021-61124658

Address:Zhoukang Road,Pudong New District,Shanghai,China
Feiyang Biotechnology Co., Ltd.

Contact:+86-533-7866339

Address:Qilu Chemistry Park, 200m north of Management Community Building of Park
Shanghai Dynamic Industrial Co.,Ltd.

website:http://www.shdynamic.com

Contact:86-021 3392 6680

Address:Room 805 Information Tower, No.1403 Minsheng Road, Pudong New Area, Shanghai 200135, P. R. China
Shanghai SMEC Trading Co., Ltd.

website:http://www.shanghaismec.com

Contact:+86-21-68811293

Address:ROOM 1101,NO.800 SHANGCHENG RD,SHANGHAI,CHINA
Tianjin Boron PharmaTech Co.,Ltd.(expird)

Contact:86-022-59845187

Address:B9-401, Tianda Science Park,No.80,4th Avenue,TEDA,Tianjin, China

Relevant to this article

Synthesis of bicyclic imidazoles via [2 + 3] cycloaddition between nitriles and regioselectively generated α-imino gold carbene intermediates

Doi:10.1021/ol302102h
(2012)
Asymmetric hydrogenation catalyzed by a rhodium complex of (R)-(tert-butylmethylphosphino)(di-tert-butylphosphino)-methane: Scope of enantioselectivity and mechanistic study

Doi:10.1021/ja076542z
(2008)
Doi:10.1021/jo01127a012
(1955)
Preparation of 2-, 3-, 4- and 7-(2-alkylcarbamoyl-1-alkylvinyl)benzo[b] furans and their BLT₁ and/or BLT₂ inhibitory activities

Doi:10.1039/b710935k
(2008)
1-Toluene-sulfonyl-3-[(3′-hydroxy-5′-substituted)-γ-butyrolactone]-indoles: Synthesis, COX-2 inhibition and anti-cancer activities

Doi:10.1016/j.bmcl.2007.11.010
(2008)
Synthesis of the First <1,3>Benzoxazino<3,2-b><1,2>benzoxazine and its Tandem Retro-Diels-Alder - Diels-Alder Rearrangement to a Novel <1,3>Benzoxazino<2,3-b><1,3>benzoxazine

Doi:10.1016/0040-4039(94)85380-0
(1994)

Article Doi