1228005-77-3Relevant academic research and scientific papers
Silver-catalyzed aldehyde olefination using siloxyalkynes
Sun, Jianwei,Keller, Valerie A.,Meyer, S. Todd,Kozmin, Sergey A.
, p. 839 - 842 (2010)
We describe the development of a silvercatalyzed carbonyl olefination employing electronrich siloxyalkynes. This process constitutes an efficient synthesis of trisubstituted unsaturated esters, and represents an alternative to the widely utilized Horner-Wadsworth-Emmons reaction. Excellent diastereoselectivities are observed for a range of aldehydes using either 1-siloxy-l-propyne or 1-siloxy1-hexyne. This mild catalytic process also enables chemoselective olefination of aldehydes in the presence of either ester or ketone functionality. Furthermore, since no by-products are generated, this catalytic process is perfectly suited for development of sequential reactions that can be carried out in a single flask.
