112489-56-2Relevant academic research and scientific papers
Improved E-selectivity in the Wittig reaction of stabilized ylides with alpha-alkoxyaldehydes and sugar lactols.
Harcken,Martin
, p. 3591 - 3593 (2001)
[reaction: see text]. The Wittig reactions of alpha-alkoxyaldehydes and sugar lactols with stabilized ylides such as (alkoxycarbonylmethylene)triphenylphosphoranes typically proceed with low E-selectivities. However, we have discovered that the reaction o
Diastereoselectivity of the thio-Claisen rearrangement of acyclic precursors bearing a chiral centre adjacent to carbon 6
Desert, Stephane,Metzner, Patrick
, p. 10327 - 10338 (2007/10/02)
A number of chiral allylic alcohols have been prepared and submitted to a Mitsunobu reaction with dithioacetic acid. Allyl dithioesters were deprotonated by LDA at -30°C and resulting enethiolates were quenched with iodomethane to afford quantitatively S-
CATALYTIC OSMYLATION OF ELECTRON POOR ALLYLIC ALCOHOLS AND ETHERS. A SYNTHETIC APPROACH TO BRANCHED CHAIN SUGARS
Bernardi, Anna,Cardani, Silvia,Scolastico, Carlo,Villa, Roberto
, p. 491 - 502 (2007/10/02)
The catalytic osmylation of electron-poor allylic ethers and alcohols was studied.In the case of γ-alkoxy E-enoates reaction selectivity was found to range from 2:1 to 8:1 in favor of the arabino (2,3-syn - 3,4-anti) product, regardless of the double bond
AN OBSERVATION OF DIASTEREOFACE SELECTIVITY IN THERMAL REACTIONS BETWEEN δ-ALKOXYALLYLSTANNANES AND ALDEHYDES
Mortlock, Simon V.,Thomas, Eric J.
, p. 2479 - 2482 (2007/10/02)
The δ-alkoxyallylstannanes (4) and (5) react stereoselectively on heating with p-nitrobenzaldehyde to provide the homoallylic alcohols (14) - (17), with (14) : (15) = 82 : 18; (16) : (17) = 73 : 27
INTRAMOLECULAR NITRILE OXIDE CYCLOADDITION ON CHIRAL OLEFINS : A STEREOCONTROLLED APPROACH TO β-KETOL PRECURSORS.
Annunziata, Rita,Cinquini, Mauro,Cozzi, Franco,Dondio, Gulio,Raimondi, Laura
, p. 2369 - 2380 (2007/10/02)
The intramolecular nitrile oxide cycloaddition reaction on (E) or (Z) olefins featuring a sulphur atom along the carbon chain connecting dipole and dipolarophile occurs with a poor to excellent anti stereoselectivity, which is mainly affected by the subst
THE REACTION OF CARBOHYDRATE-DERIVED ALKOXYALDEHYDES WITH METHOXYCARBONYLMETHYLENETRIPHENYLPHOSPHORANE: STEREOSELECTIVE SYNTHESIS OF β-UNSATURATED ESTERS
Valverde, Serafin,Martin-Lomas, Manuel,Herradon, Bernardo,Garcia-Ochoa, Silvestre
, p. 1895 - 1902 (2007/10/02)
The reaction of several carbohydrate-derived alkoxyaldehydes with methoxycarbonylmethylenetriphenylphosphorane affords α,β-unsaturated esters with Z-stereoselectivity.The stereoselectivity depends on the substrate structure and the nature of the solvent u
