Synthesis of tetrasubstituted alkenes by stereo- and regioselective stannyllithiation of diarylacetylenes.


Addition of trimethylstannyllithium to a diarylacetylene takes place exclusively in an anti-fashion to produce a lithio vinylstannane intermediate. The regioselectivity of the addition is controlled by the steric and electronic property of the acetylene and reaches up to >99:1. The two newly formed C-metal bonds can be sequentially and stereospecifically… (More)
DOI: 10.1021/ja1059119


1 Figure or Table