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[期刊论文]

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

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author:

Ming, Siliang (Ming, Siliang.) [1] | Qurban, Saira (Qurban, Saira.) [2] | Du, Yu (Du, Yu.) [3] | Unfold

Indexed by:

EI

Abstract:

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). © 2021 Wiley-VCH GmbH

Keyword:

Carbonates Carbonyl compounds Catalysis Molecules Palladium Stereoselectivity Synthesis (chemical) Unsaturated compounds

Community:

  • [ 1 ] [Ming, Siliang]College of Chemistry, Fuzhou University, Fuzhou; 350108, China
  • [ 2 ] [Qurban, Saira]State Key Laboratory of Structural Chemistry, Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences, 155 Yangqiao Road West, Fuzhou; 350002, China
  • [ 3 ] [Du, Yu]State Key Laboratory of Structural Chemistry, Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences, 155 Yangqiao Road West, Fuzhou; 350002, China
  • [ 4 ] [Su, Weiping]State Key Laboratory of Structural Chemistry, Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences, 155 Yangqiao Road West, Fuzhou; 350002, China
  • [ 5 ] [Su, Weiping]College of Chemistry, Fuzhou University, Fuzhou; 350108, China

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Source :

Chemistry - A European Journal

ISSN: 0947-6539

Year: 2021

Issue: 50

Volume: 27

Page: 12742-12746

5 . 0 2

JCR@2021

3 . 9 0 0

JCR@2023

ESI HC Threshold:117

JCR Journal Grade:2

CAS Journal Grade:3

Cited Count:

WoS CC Cited Count:

30 Days PV: 2

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