Diastereoselective Synthesis
of Seven-Membered-Ring trans-Alkenes from Dienes and Aldehydes by Silylene Transfer

Woerpel, K. A.

Diastereoselective Synthesis of Seven-Membered-Ring trans-Alkenes from Dienes and Aldehydes by Silylene Transfer

Posted on 2016-02-20 - 16:06

Silver-catalyzed silylene transfer to alkenes forms vinylsilacyclopropanes regioselectively. These allylic silanes undergo additions to aldehydes to form seven-membered-ring trans-alkenes with high diastereoselectivity. The high reactivity of the trans-alkenes is evidenced by their formal [1,3]-sigmatropic rearrangement reactions and the rapid additions of oxygen–hydrogen bonds across the carbon–carbon double bonds.

CITE THIS COLLECTION

Greene, Margaret A.; Prévost, Michel; Tolopilo, Joshua; Woerpel, K. A. (2016). Diastereoselective Synthesis of Seven-Membered-Ring trans-Alkenes from Dienes and Aldehydes by Silylene Transfer. ACS Publications. Collection. https://doi.org/10.1021/ja305713v

https://doi.org/10.1021/ja305713v

or

Select your citation style and then place your mouse over the citation text to select it.