Hept-6-ynal → 2-(Hex-5-ynyl)-5-isopropyl-1,3-oxathiane

Participants

Reaction Steps

Using the method described in Example 4(ii), and starting from 2-mercaptomethyl-3-methylbutan-1-ol and hept-6-ynal, 2-(hex-5-ynyl)-5-isopropyl-1,3-oxathiane was obtained as a mixture of isomers. Column chromatography on silica, eluting with hexane/ether gradients, gave a mixture of trans-and cis-isomers (50:50) followed by an enriched mixture of the trans-compound (95:5).

Provenance & Evidence