1240047-75-9Relevant academic research and scientific papers
Synthesis of tetrasubstituted alkenes by stereo- and regioselective stannyllithiation of diarylacetylenes
Tsuji, Hayato,Ueda, Yasuyuki,Ilies, Laurean,Nakamura, Eiichi
, p. 11854 - 11855 (2010/10/19)
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 transformed into two new C-C bonds as illustrated by stereoselective synthesis of 4-hydroxytamoxifen and its regioisomer. A tetraarylethene bearing different aryl groups can be synthesized similarly and cyclized to a substituted dibenzo[g,p]chrysene derivative via a palladium-catalyzed arylation reaction.
