Wittig Rearrangement of Nonracemic Propargyloxyacetic Acids and Esters. Synthesis of Optically Active 2,5-Dihydrofurans

DOI: 10.1021/jo00297a004

Source and publish data:

Journal of Organic Chemistry p. 2995 - 2996 (1990)

Update date:2022-08-05

Topics:

Authors:

Marshall, James A.

Wang, Xiao-jun

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

Article abstract of DOI:10.1021/jo00297a004

Optically active propargyloxyacetic acids 4, available in ca. 90percent ee through reduction of alkynones 2 with Chirald-LiAlH4 followed by alkylation with chloroacetic acid, undergo highly stereoselective <2,3> rearrangement upon treatment with LDA in TH

Full text of DOI:10.1021/jo00297a004

Products guided by the article

Product name:(2S,5R)-5-methyl-4-(phenylselenyl)-3-heptyl-2-(methoxycarbonyl)-2,5-dihydrofuran

Cas No:127130-45-4

R&D Labs maybe for 127130-45-4

Beijing Mesochem Technology Co.,LTD

website:http://www.mesochem.com

Contact:0086-10-57862036

Address:2301, Floor 23, Building 9 Lippo Plaza, Yard 8 Ronghua Middle Road, ETDZ, Beijing, China
LINAN HAIHUA CHEMICAL CO LTD

Contact:86-571-61063068

Address:LINAN
Dezhou Longteng Chemical Co., Ltd.

website:http://www.sodium-methoxide.cn/

Contact:0086-18866052283

Address:Xinhua Industrial Zone, Dezhou City, Shandong Province, China
henan victory industry co.ltd

Contact:86-371-63655023

Address:No.85,jinshui road,zhengzhou,China
Jiangsu Jiuri Chemical Co.,Ltd.

Contact:+86-519-82118868

Address:Tianwang Town, Jurong City, Jiangsu Province, China

Relevant to this article

Potent, Low Molecular Weight Renin Inhibitors Containing a C-Terminal Heterocycle: Hydrogen Bonding at the Active Site

Doi:10.1021/jm00168a009
(1990)
Synthesis and functionalization of 3-alkylidene-1,2-diazetidines using transition metal catalysis

Doi:10.1021/ol200193n
(2011)
Observations regarding the crystal structures of non-halogenated phenoxyboronsubphthalocyanines having para substituents on the phenoxy group

Doi:10.1039/c0ce00599a
(2011)
Regiocontrolled halohydroxylations of bicyclic vinylidenecyclopropanes: A versatile strategy for the construction of diverse highly functionalized carbocyclic scaffolds

Doi:10.1002/chem.201002141
(2011)
An efficient route towards a new branched tetrahydrofurane δ-sugar amino acid from a pyrolysis product of cellulose

Doi:10.1007/s00726-010-0690-4
(2011)
Palladium-Catalyzed Cyclocarbonylation of Terminal and Internal Alkynols to 2(5H)-Furanones

Doi:10.1021/jo9703663
(1997)

Article Doi