Institute of Chemical Research of Catalonia (ICIQ), the Barcelona Institute of Science and Technology, Av. Països Catalans 16, 43007 Tarragona, Spain.
Catalan Institute of Research and Advanced Studies (ICREA), Pg. Lluís Companys 23, 08010 Barcelona, Spain.
Org Lett. 2021 Jun 4;23(11):4447-4451. doi: 10.1021/acs.orglett.1c01380. Epub 2021 May 20.
Dual palladium/photoredox-catalysis provides an effective method for the decarboxylative asymmetric synthesis of vicinal α,β-tri/tetra- or α,β-tetrasubstituted homoallylic alcohols using Hantzsch-type esters as radical precursors. This mild methodology capitalizes on vinyl cyclic carbonates as accessible reagents providing the target molecules in appreciable to good yields, high branch selectivity, and enantiomeric ratios of up to 94:6, making it a rare example of using prochiral electrophiles for the creation of vicinal congested carbon centers.
钯/光氧化还原双催化为使用 Hantzsch 型酯作为自由基前体,通过脱羧不对称合成偕二取代的 α,β-三/四取代或 α,β-四取代的同型烯丙醇提供了一种有效的方法。该温和的方法利用乙烯基环碳酸酯作为易得的试剂,以可观至良好的收率、高支化选择性和高达 94:6 的对映体比例提供目标分子,这是使用前手性亲电试剂构建偕二取代拥挤碳中心的罕见实例。