INVESTIGATION OF A CHIRAL MASKED KETENE SYNTHON. SYNTHESIS OF THE (+)-(1R,4R) and (-)-(1S,4S) ENANTIOMERS OF DEHYDRONORCAMPHOR

Article abstract of DOI:10.1016/S0040-4020(01)91570-4

The Diels-Alder reaction between (+)-(R)-p-tolyl vinyl sulphoxide and cyclopentadiene gives four separable diastereoisomers.The two most abundant were transformed by a two-step procedure into the two enantiomers of dehydronorcamphor (bicyclo<2.2.1>hept-5-