122410-18-8Relevant articles and documents
The [2,3]-Wittig rearrangements of lithioalkyl allyl ethers exhibited different cis,trans selectivities than [2,3] shifts in their lithiomethyl analogues
Keiner,Bruckner
, p. 13417 - 13424 (1994)
The reductive lithiation of O,S-acetals 9a-d initiated [2,3]-Wittig rearrangements whose cis-trans-selectivity depended on whether lithiomethyl (→ cis) or lithioalkyl allyl ethers reacted (→ trans). It is suggested that these rearrangements proceed via mi
Regioselective Ni-Catalyzed Carboxylation of Allylic and Propargylic Alcohols with Carbon Dioxide
Chen, Yue-Gang,Shuai, Bin,Ma, Cong,Zhang, Xiu-Jie,Fang, Ping,Mei, Tian-Sheng
supporting information, p. 2969 - 2972 (2017/06/07)
An efficient Ni-catalyzed reductive carboxylation of allylic alcohols with CO2 has been successfully developed, providing linear β,γ-unsaturated carboxylic acids as the sole regioisomer with generally high E/Z stereoselectivity. In addition, the carboxylic acids can be generated from propargylic alcohols via hydrogenation to give allylic alcohol intermediates, followed by carboxylation. A preliminary mechanistic investigation suggests that the hydrogenation step is made possible by a Ni hydride intermediate produced by a hydrogen atom transfer from water.