A stereoselective synthetic route to cis-2,5-disubstituted tetrahydrofurans

Zinc (II) Bromide: An Overview of its Solution Chemistry and Recent Applications in Synthesis†

“…18) can be formed by the ZnBr 2 promoted cyclisation of trans-4-phenyl-3-buten-1-ols in the presence of PhSeOTf (Ph = phenyl; OTf = triflate) [38]. 18) can be formed by the ZnBr 2 promoted cyclisation of trans-4-phenyl-3-buten-1-ols in the presence of PhSeOTf (Ph = phenyl; OTf = triflate) [38].…”

Asymmetric Addition of an Electrophile to Naphthalenes Promoted and Stereodirected by Alcohol

“…Hydrogen-bonding interactions play quite important roles in various chemical and biochemical phenomena such as molecular recognition, construction of supramolecular systems, control of chemo-, regio-, and stereoselectivities of chemical reactions, and stabilization of transition states and reaction intermediates. − An alcohol function contributes to the selectivity, and the promotion of a reaction is not only due to its hydrogen-bond donor ability − but also to its nucleophilic (hydrogen-bond acceptor) ability. − The alcohol function may be provided by an external source or more efficiently as an intramolecular functional group. Many synthetic systems successfully employ a hydroxy function to promote a reaction and to achieve high stereoselectivity, but most examples utilize only one of the two capabilities of alcohol.…”