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

Taizhou Elitechemie MediPharma Technology Co.,Ltd.

Contact:+86-523-86810021

Address:Building G14,NO.1 Avenue,China Medical City, Taizhou, Jiangsu,China
Yangzhou Zhongbao Pharmaceutical Co.,Ltd

Contact:+86-514-88290838

Address:Jiangsu Baoying county economic develpment zone in baoying avenue91
SJZ THLD IMP & EXP CO LTD

website:http://www.truewingroup.com

Contact:86-311-66699812

Address:NO.600 ZHONGSHAN EAST ROAD SHIJIAZHUANG
Shanghai UCHEM Inc.

Contact:+86-21-56338808

Address:799 Dunhuang Road, Putuo
GIHI CHEMICALS CO.,LIMITED

Contact:+86-571-86217390

Address:No.567 Dengcai Street,Sandun,Westlake District,Hangzhou310030,Zhejiang,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