No abstract

The hexa-2,4-diene derivative (2), obtained from 1,6-di(phenylsulphonyI)hexa-2,4-diyne (I), is shown to undergo simultaneous isomerization at both double bonds, through an elimination-addition pathway.Thiol additions to conjugated alkadiynes have been studied extensively. 1-5 However, few such additions have occurred with total regiospecificity and/or stereospecificity or stereoselectivity . We report the addition of 4-methoxybenzenethiol to 1,6-di(phenylsulphonyl)hexa-2,4-diyne (1) with complete regiospecificity and a remarkable degree of stereoselectivity . The addition occurs quantitatively and rapidly (within 5 min) and under very mild conditions (at ambient temperature) requiring no base, in chloroform solution in the presence of neutral alumina. The three isomers

No abstract

Reaction of sodium benzenesulphinate with I ,2-di(4-chlorobenzenesulphonyl)hex-2-en-4-yne affords not only the regiospecific addition of the nucleophile at C(5) but also effects concomitant vinylic and allylic displacements at C(1) and (2).

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