175348-45-5Relevant academic research and scientific papers
A versatile synthesis of (E)- and (Z)-1-halo-2-(alkoxymethyl)-1,3-butadienes and their condensation with aldehydes
Wong, Timothy,Tjepkema, Michael W.,Audrain, Helene,Wilson, Peter D.,Fallis, Alex G.
, p. 755 - 758 (1996)
The direct synthesis of various stereodefined dienes 4-11 from propargyl alcohols upon direct addition of vinylmagnesium chloride and manipulation of the resulting magnesium chelate 3 is described. These halo-dienes provided access to the corresponding di
Isopropylidene acetals: Tether control groups for asymmetric intramolecular Diels-Alder reactions
Wong, Timothy,Wilson, Peter D.,Woo, Simon,Fallis, Alex G.
, p. 7045 - 7048 (2007/10/03)
The beneficial influence of appropriately placed tartrate and carbohydrate derived isopropylidene acetal tether control groups, to facilitate the asymmetric synthesis of substituted decalins by intramolecular Diels-Alder reactions, is described. In all cases the cis fused adducts 10, 12, 14, 16 and 18 were formed from an endo transition state in which the isopropylidene acetal also determined the π-facial selectivity. Ring cleavage of appropriate adducts afforded functionalized cyclohexenes.
