Asymmetric Synthesis of Multi-Substituted Tetrahydrofurans via Palladium/Rhodium Synergistic Catalyzed [3+2] Decarboxylative Cycloaddition of Vinylethylene Carbonates

Asymmetric Synthesis of Multi-Substituted Tetrahydrofurans via Palladium/Rhodium Synergistic Catalyzed [3+2] Decarboxylative Cycloaddition of Vinylethylene Carbonates
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钯/铑协同催化不对称合成多取代四氢呋喃[3 2]乙烯基碳酸乙烯酯脱羧环加成

DOI:
10.1002/chem.202102024
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发表时间:
2021
影响因子:
4.3
通讯作者:
Su Weiping
Su Weiping
中科院分区:
化学2区
文献类型:
--
作者:
Ming Siliang;Qurban Saira;Du Yu;Su Weiping

文献摘要

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Unlike the comprehensive development of tandem multi-metallic catalysis, bimetallic synergistic catalysis has been challenging to achieve high stereoselectivity with the generation of multi-stereogenic centers. Herein, an efficient synergistic catalysis for the diastereo- and enantioselective synthesis of multi-substituted tetrahydrofuran derivatives has been developed. Under mild reaction conditions, a series of target molecules with three consecutive stereocenters were synthesized by a palladium(0)/rhodium(III) bimetal-catalyzed asymmetric decarboxylative [3+2]-cycloaddition of vinylethylene carbonates with α,β-unsaturated carbonyl compounds. The corresponding adducts were obtained with moderate to high yields (67%~98%) and excellent stereoselectivities (>20:1 d.r., up to 99% ee).