4.7 Review

Recent development in asymmetric organocatalytic domino reactions involving 1,6-addition as a key step

Journal

ORGANIC CHEMISTRY FRONTIERS
Volume 9, Issue 2, Pages 572-592

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d1qo01561c

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Funding

  1. Council of Scientific and Industrial Research (CSIR), India [02(0422)/21/EMR-II]
  2. UGC-India
  3. Indian Institute of Technology Jammu
  4. Indian Institute of Technology Jammu [SG0002]

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Organocatalysts have shown potential in facilitating remote functionalizations, with the 1,6-addition reaction as a key strategy for creating stereocenters. Furthermore, organocatalysis has enabled the development of complex synthesis through domino reactions.
Due to their unique activation modes, small organic molecule catalysts (organocatalysts) have proved their potential in facilitating the remote functionalizations of unsaturated acceptors with extended conjugation. The organocatalytic 1,6-addition reaction involving the attack of nucleophiles on the delta-carbon of the alpha,beta,gamma,delta-unsaturated acceptors has emerged as an excellent strategy to create a stereocenter at the delta-site with high regio- and stereo-control. Organocatalysis has also opened the window for developing complex domino reactions involving the 1,6-addition step. Tremendous advancement has been accomplished in the organocatalytic asymmetric 1,6-addition and related domino reactions for the stereocontrolled synthesis of complex molecular structures bearing multiple stereocenters. This review article summarizes the significant advancement in stereoselective domino reactions involving 1,6-addition as a critical step.

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