Addition of chiral β-hydroxy (protected) enol silanes to benzaldehyde dimethyl acetal: Access to polypropionate five-carbon stereosequences

DOI: 10.1016/S0040-4039(98)02584-2

Source and publish data:

Tetrahedron Letters p. 1123 - 1124 (1999)

Update date:2022-08-05

Topics:

Authors:

Lefranc, Herve

Szymoniak, Jan

Delas, Christophe

Moise, Claude

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

Article abstract of DOI:10.1016/S0040-4039(98)02584-2

The title enol silanes react with benzaldehyde dimethyl acetal to give dihydroxy (protected) ketones with good to excellent de and enantiocontrol. Further DIBALH reduction affords stereoselectively (de=95%) polypropionate chirons.

Full text of DOI:10.1016/S0040-4039(98)02584-2

Products guided by the article

Product name:((S)-1-Phenyl-ethyl)-carbamic acid (1R,2R,4R,5R)-1-ethyl-5-methoxy-2,4-dimethyl-3-oxo-5-phenyl-pentyl ester

Cas No:221098-59-5

R&D Labs maybe for 221098-59-5

Hotechem Shanghai Co., Ltd

Contact:13120882795；+86-21-34621078;+86-021-31122318

Address:Suite 2,No.2715 Longwu Road
Ring Specialty Chemicals Inc.

website:http://www.ringchemicals.com/

Contact:+1-416-493-6870

Address:Toronto, Canada
SHIJIAZHUANG AGERUO-BIOTECH CO.LTD

Contact:+86-130-2866-6699

Address:Huaian east Road 158
Guarson Chemical Co., Ltd.

website:http://www.guarson.com

Contact:+86-523-88059600,+86-13805268803

Address:Room B1006,Yafang Building,Jiangyan Avenue,Jiangyan District, Taizhou City,Jiangsu,China
Jiangsu Chiatai Qingjiang Pharmaceutical Co.,Ltd

Contact:+86-517-86283327

Address:9 North Hantai Road, Huaian, China

Relevant to this article

Taxus canadensis abundant taxane: Conversion to paclitaxel and rearrangements

Doi:10.1016/S0968-0896(00)00056-0
(2000)
Doi:10.1021/ja01156a002
(1951)
Construction of polysubstituted olefins through Ni-Catalyzed direct activation of Alkenyl C-O of substituted alkenyl acetates

Doi:10.1002/chem.200902785
(2010)
Design and synthesis of novel electroactive 2,2′:5′,2″-terthiophene monomers including oxyethylene chains for solid-state flexible energy storage applications

Doi:10.1016/j.electacta.2021.138662
(2021)
Development of a donor-acceptor concept for enzymatic cross-coupling reactions of aldehydes: The first asymmetric cross-benzoin condensation

Doi:10.1021/ja0271476
(2002)
Identification of a selective small molecule inhibitor of breast cancer stem cells

Doi:10.1016/j.bmcl.2012.01.035
(2012)

Article Doi