Diastereoselectivity in the Alkylation of Enolates having an Adjacent Silyl Group

DOI: 10.1039/c39840000028

Source and publish data:

Journal of the Chemical Society. Chemical communications p. 28 - 29 (1984)

Update date:2022-09-26

Topics:

Authors:

Bernhard, Werner

Fleming, Ian

Waterson, David

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

Article abstract of DOI:10.1039/c39840000028

The methylation of open-chain enolates having an adjacent silyl group is highly diastereoselective in favour of the isomer (2) having the silyl and methyl groups trans on the carbon chain; protonation of the corresponding enolate, already carrying the methyl group, gives the other diastereoisomer (3), but with somewhat lower diastereoselectivity.

Full text of DOI:10.1039/c39840000028

View Article Online / Journal Homepage / Table of Contents for this issue

View Article Online

Products guided by the article

Product name:(2S,3R)-anti-3-methyl-4-phenyl-4-(phenyldimethylsilyl)-2-butanone

Cas No:115936-17-9

R&D Labs maybe for 115936-17-9

chengdu firsterchem Pharmaceutical Co., Ltd.

Contact:028-66825849

Address:chengdu
HuiFeiChem PharmaTech Co.Ltd

Contact:0510-85393305

Address:1619 Huishan Avenue, Huishan District, Wuxi,
Naturalin Bio-Resource Co., Ltd

website:http://www.naturalin.com

Contact:+86-0731-84430651

Address:B1-402, Lu-Valley Enterprise Square.No.27 Wenxuan Road. Lu-Valley Hi-Tech District.
shanghai Tauto Biotech Co., Ltd

website:http://www.tautobiotech.com/en/index.htm

Contact:+86-21-51320588 ext. 8025

Address:No. 326, Aidisheng Rd , Zhangjiang Hi-tech Park, Shanghai , P.R.CHINA
SHANDONG QINGYUNCHANGXIN CHEMICAL SCIENCE-TECH CO.,LTD

Contact:86-21-60560171

Address:1689Donghuan Rade,Qingyun County, Dezhou City, Shandong,China

Relevant to this article

Palladium-catalyzed heteroarylamination of ethyl 2-chloro-1-azaazulene-3-carboxylate and annulation of heteroarylamino-1-azaazulenes

Doi:10.3987/COM-08-S(D)6
(2009)
Doi:10.1021/ja01139a532
(1952)
The chemistry of 9α-hydroxysteroids. 3. Methods for selective formation and dehydrations of 17β-cyano-9α,17α-dihydroxyandrost-4-en-3-one

Doi:10.1016/0039-128X(90)90005-V
(1990)
Insertion of alkynes into the heterocycle of (η⁵-pentaalkyl-2,3-dihydro-1,3-diborolyl)(η⁵-pentamethylcyclopentadienyl)ruthenium: Formation and characterization of 4-borataborepine ruthenium complexes

Doi:10.1016/j.jorganchem.2009.01.025
(2009)
Manganese(ii) chloride catalyzed highly efficient one-pot synthesis of propargylamines and fused triazoles via three-component coupling reaction under solvent-free condition

Doi:10.1039/c4ra03232b
(2014)
Palladium-catalyzed oxidative intermolecular difunctionalization of terminal alkenes with organostannanes and molecular oxygen

Doi:10.1002/anie.200900218
(2009)

Article Doi