Geminal bis(silane)-controlled regio- and stereoselective oxidative Heck reaction of enol ethers with terminal alkenes to give push-pull 1,3-dienes.
A geminal bis(silane)-controlled regio- and stereoselective oxidative Heck reaction of enol ethers with terminal alkenes has been developed. The reaction proceeds with α,β-coupling regioselectivity to give push-pull Z,E-1,3-dienes in good yields. The product showed valuable utility in Sakurai homoallylation with acetals to generate α-substituted-γ-keto esters with good anti-selectivity.
Key Laboratory of Drug-Targeting and Drug Delivery System of the Education Ministry, West China School of Pharmacy, Sichuan University, Chengdu, 610041, China. zhenleisong@scu.edu.cn.
Linjie
L
Li
Yang
Y
Chu
Lu
L
Gao
Zhenlei
Z
Song
D000466:Alkadienes / Q000138:chemical synthesis* / Q000737:chemistry; D000475:Alkenes / Q000737:chemistry*; D004987:Ethers / Q000737:chemistry*; D015394:Molecular Structure; D010084:Oxidation-Reduction; D012821:Silanes / Q000737:chemistry*; D013237:Stereoisomerism
D000466:Alkadienes; D000475:Alkenes; D004987:Ethers; D012821:Silanes