Addition of Zinc Homoenolates to Acetylenic Esters: A Formal Cycloaddition

DOI: 10.1021/jo00301a003

Source and publish data:

Journal of Organic Chemistry p. 4235 - 4237 (1990)

Update date:2022-08-05

Topics:

Authors:

Crimmins, Michael T.

Nantermet, Philippe G.

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

Article abstract of DOI:10.1021/jo00301a003

Addition of zinc homoenolates to acetylenic esters results in conjugate addition followed by intramolecular acylation of the intermediate allenolate to produce 2-carbalkoxycyclopentenones, formally a <3+2> cycloaddition, in a single operation.

Full text of DOI:10.1021/jo00301a003

Products guided by the article

Product name:5-Oxo-2-(3-phenyl-1-trimethylsilanyloxy-propyl)-cyclopent-1-enecarboxylic acid ethyl ester

Cas No:128114-20-5

R&D Labs maybe for 128114-20-5

Geen Chemical Technology Co., Ltd

Contact:86-769-21660847

Address:1408, Yingfeng Commercial Center, Nancheng District
Huaian Double Win Chemicals Co.,Ltd.

Contact:+86-13511538872

Address:Blk 43,Greenland Century Town,Huaian District, Huaian City,Jiangsu Province,China
Fuxin Jintelai Fluorin Chemical Co., Ltd.

Contact:+86-0418-8229599

Address:, 7th Huagong Road, Fluorine industry development zone (Yimatu Town,Fumeng County),Fuxin City, Liaoning Province, China
Rudong Zhenfeng Yiyang Chemical Co., Ltd.

Contact:0513-84573047

Address:South Fengli Town, Rudong County, Jiangsu Province, China
Shanghai Balmxy Pharmaceutical Co., Ltd

Contact:0086-21-24206007

Address:Room 402, 15#, No. 909 wangyue Road, shanghai, P. R. China

Relevant to this article

Acid-Catalyzed Thermal Decomposition of 1-Aryl-3,3-dialkyltriazenes in the Presence of Nucleophiles

Doi:10.1021/jo00302a018
(1990)
Stereoselective coupling reaction of dimethylzinc and alkyne toward nickelacycles

Doi:10.1021/ol2005352
(2011)
Unimolecular ligand-initiator dual functional systems (ULIS) for low copper ATRP of vinyl monomers including acrylic/methacrylic acids

Doi:10.1039/c2cc16663a
(2012)
Copper porphyrin catalyzed esterification of C(sp³)-H via a cross-dehydrogenative coupling reaction

Doi:10.1039/c6nj03876j
(2017)
^52g/55Mn-Labelled CDTA-based trimeric complexes as novel bimodal PET/MR probes with high relaxivity

Doi:10.1039/c8dt04996c
(2019)
On the Scope of Asymmetric Nitrile Oxide Cycloadditions with Oppolzer's Chiral Sultam. Total Syntheses of (+)-Hepialone, (-)-(1R,3R,5S)-1,3-Dimethyl-2,9-dioxabicyclo<3.3.1)nonane, and (-)-(S,S)-7,7-Dimethyl-6,8-dioxabicyclo<3.2.1>octane

Doi:10.1021/jo00302a023
(1990)

Article Doi