1587723-34-9Relevant academic research and scientific papers
Catalyst-free synthesis of skipped dienes from phosphorus ylides, allylic carbonates, and aldehydes via a one-pot SN2′ allylation-wittig strategy
Xu, Silong,Zhu, Shaoying,Shang, Jian,Zhang, Junjie,Tang, Yuhai,Dou, Jianwei
, p. 3696 - 3703 (2014/05/06)
A catalyst-free allylic alkylation of stabilized phosphorus ylides with allylic carbonates via a regioselective SN2′ process is presented. Subsequent one-pot Wittig reaction with both aliphatic and aromatic aldehydes as well as ketenes provides structurally diverse skipped dienes (1,4-dienes) in generally high yields and moderate to excellent stereoselectivity with flexible substituent patterns. This one-pot S N2′ allylation-Wittig strategy constitutes a convenient and efficient synthetic method for highly functionalized skipped dienes from readily available starting materials.
