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

Nanjing Habo Medical Technology Co., Ltd.

Contact:025－85769882

Address:No.108. Ganjiabian east. Qixia District .Nanjing
Chengdu Herbpurify Co., Ltd

website:http://www.herbpurify.com

Contact:0086-028-85249238

Address:Room709-C1,Incubator Building, Tianfu Life Science Park No.88,Keyuan Road,Gaoxin district,Chengdu City,Sichuan Prov,China
Xi'an yuanfar international trade company

website:https://www.yuanfarchemical.com

Contact:86-029-88745613 ext 828

Address:Floor19th ,B Building, Oak Block,No.36 South Fenghui Road, Dev. Zone of High-Tech Ind.,Xi’an, China
Suzhou Wedo Chemicals Co., Ltd.

Contact:86 512 58100425

Address:Zonger Road, DongSha Industry Park , Zhangjiagang, Jiangsu, China
Shaanxi HuaTai Bio-fine chemical company Ltd

Contact:86-029-87862197

Address:No. 5, 3rd Floor, 29 Yanta North Road, Beilin Dist.

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