Synthesis of enantiomerically pure β-hydroxy-γ-sulfinylaldehyde dimethyl acetals

DOI: 10.1016/0957-4166(96)00217-0

Source and publish data:

Tetrahedron Asymmetry p. 1819 - 1828 (1996)

Update date:2022-08-05

Topics:

Authors:

Garcia Ruano, Jose L.

Maestro, M.Carmen

Barros, David

Gonzalez-Vadillo, Ana M.

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

Article abstract of DOI:10.1016/0957-4166(96)00217-0

Lithium alkyl p-tolylsulfinyl anions generated from 2 or 3 react with methyl 3,3-dimethoxypropanoate (1) yielding the corresponding β- ketosulfoxides 4 and 5 respectively. The presence of two methoxy groups in the δ-position of these β-ketosulfoxides has little or no influence on the stereoselectivity of DIBAL and DIBAL/ZnX₂ reductions, allowing the synthesis of the title acetals in high diastereoisomeric excess.

Full text of DOI:10.1016/0957-4166(96)00217-0

Products guided by the article

Product name:4,4-Dimethoxy-1-((R)-toluene-4-sulfinyl)-butan-2-one

Cas No:180333-33-9

R&D Labs maybe for 180333-33-9

JIANGXI AIFEIMU TECHNOLOGY CO.，LTD

Contact:+86-570-6040289

Address:FINECHEMICAL PARK,ZIBU TOWN,WANNIAN COUNTY,JIANGXI PROV.,CHINA,ZIP
SAGECHEM LIMITED

website:http://www.sagechem.com

Contact:+86-571-86818502

Address:Room C1301, New Youth Plaza, 8 Jia Shan Road, Hangzhou, China
Dayang Chem (Hangzhou) Co.,Ltd.

website:http://www.dycnchem.com

Contact:+86-571-88938639

Address:9/F, Unit 2 Changdi Torch Building, 259# WenSan Road, Xihu District, Hangzhou City 310012, P.R.China
Chengdu King-tiger Pharm-chem. Tech. Co., Ltd

Contact:028-85317716

Address:Tianfu Life Science Park, No. 88 South Keyuan Road, Gaoxin District, Chengdu City, Sichuan Province, PRC.
Shanghai Topchem Co., LTD

website:http://www.shtopchem.com/

Contact:0086-0576-87776998

Address:room no 1608,xuhui business building yude road,xujiahui street, xuhui district

Relevant to this article

Cis-trans isomerization of a cyclopropyl radical trap catalyzed by extradiol catechol dioxygenases: Evidence for a semiquinone intermediate

Doi:10.1021/ja9607704
(1996)
Synthesis of new 1H-tetrazoles and 1,2,3-triazoles via reactions of 3(,5)-di(chloro-2H-1,4-(benz)oxazin-2-ones with sodium azide or diazocompounds

Doi:10.1016/0040-4020(96)00423-1
(1996)
A practical and efficient route for synthesis of 6-aminomethyl-4-oxo- 4,5,6,7-tetrahydroindoles as new CNS agent precursors

Doi:10.1016/0040-4039(96)01028-3
(1996)
Synthesis of (formylferrocenyl)bismuthanes. A way to control the stereochemistry at the chiral bismuth centre using hypervalent bond formation and planar chirality of ferrocene

Doi:10.1039/cc9960001693
(1996)
Synthesis of heterocycles containing two cytosine or two guanine base- pairing sites. Novel tectons for self-assembly

Doi:10.1016/0968-0896(96)00103-4
(1996)
Convergent synthesis of trans-fused oxane ring systems based on Ni^II/Cr^II-mediated cross-coupling reactions

Doi:10.1055/s-2001-11398
(2001)

Article Doi