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

Hangzhou Showland Technology Co., Ltd.

Contact:86-571-88920516

Address:ROOM2118,NO.553,WENSAN ROAD,HANGZHOU,CHINA
Foreschem Co., Ltd

Contact:+86-533-3112891

Address:zibo
Zhangjiagang Jianing Import & Export Co.,Ltd.

Contact:086-512-55379012 13913607595

Address:NO.1 Guotai North Road Zhangjiagang Economic Development Zone,215600,Jiangsu,China
UNION PHARMPRO CO.,LTD

Contact:18710867521(wechat)

Address:Rm10516,Galaxy Tech Building #2,No.25 Tangyan Rd,Hi-Tech Zone,Xi'an, China
Shandong Wanda Organosilicon New Material Co., Ltd

Contact:+86-21-54177116;54302881

Address:R1318 Greenland No. 3 Lane 58 Xinjian East Rd., Minhang

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