TRANS ALKENES AND VINYLSILANES FROM TRANS-α-STANNYL EPOXIDES

Article abstract of DOI:10.1016/0040-4039(91)80153-W

The reaction of trans-α-epoxystannanes (1) with an excess of alkyllithium reagents was found to undergo reductive alkylation cleanly to provide trans alkenes (3) whose isomeric purities equal or exceed those of 1.A mechanistic picture for this process which involves a carbenoid intermediate is presented.