AbstractChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
A formal synthesis of (+)- and (-)-laurecin has been accomplished, using a hetero Diels-Alder reaction between a monoactivated diene and (S)-(-)-2,3-O-isopropylidene-gylceraldehyde or its enantiomer as the key step.
AbstractChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
A synthetic sequence for the preparation of α,α′-disubstituted cyclic ethers of various ring sizes and either relative stereochemistry (cis or trans) is presented. It is based on the hetero Diels Alder reaction of a monoactivated diene and an aldehyde, yielding a silylenol pyrone which is transformed into a linear ether. This ether is cyclized by an intramolecular nucleophilic substitution reaction to the desired cyclic ethers. The viability of this route is demonstrated by the preparation of two examples, an oxocane and an oxolane.