4.5 Review

Asymmetric Organocatalytic Reactions of Activated Racemic Allenes

Journal

ASIAN JOURNAL OF ORGANIC CHEMISTRY
Volume 11, Issue 12, Pages -

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ajoc.202200622

Keywords

Asymmetric Organocatalysis; Allenes; Annulations; Deracemization; Kinetic Resolution

Funding

  1. UGC
  2. IIT Jammu
  3. MOST
  4. DST-SERB [SRG/2021/001539]

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This review explores the asymmetric organocatalytic reactions of various electron-deficient racemic allenes with nucleophiles and electrophiles. It presents the literature on enantioselective functionalization of allenes using chiral phosphine, amine, phase transfer, bifunctional, and Bronsted acid catalysts, along with their mechanisms. The review also highlights the methods of obtaining enantioenriched allenes from racemic allenes through organocatalytic (dynamic) kinetic resolution techniques. Furthermore, it narrates the synthetic utility of these methodologies in the synthesis of target-oriented biologically active molecules.
Asymmetric organocatalytic reactions of various electron-deficient racemic allenes with a wide variety of nucleophiles and electrophiles were reviewed. The literature on enantioselective functionalization of allenes that employs chiral phosphine, amine, phase transfer, bifunctional, and Bronsted acid catalysis is presented along with the mechanisms. In addition, the review emphasizes methods of obtaining enantioenriched allenes from racemic allenes via organocatalytic (dynamic) kinetic resolution techniques. The synthetic utility of the developed methodologies toward the target-orientated biologically active molecules is narrated along with the examples.

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