» Articles » PMID: 31339044

Asymmetric Hydroarylation of Enones Via Nickel-Catalyzed 5- Cyclization

Overview
Journal Org Lett
Specialties Biochemistry
Chemistry
Date 2019 Jul 25
PMID 31339044
Citations 2
Authors
Affiliations
Soon will be listed here.
Abstract

A nickel-catalyzed reductive cyclization of enones affords a wide array of indanones in high enantiomeric induction. The reaction is featured with an unprecedented broad scope of substrates. The versatility of the new method is demonstrated in several short stereoselective syntheses of medically valuable ()-tolterodine, parent and deuterated (+)-indatraline, and an antitumor natural product, (+)-multisianthol. In comparison, these compounds cannot be prepared satisfactorily via analogous processes catalyzed by palladium.

Citing Articles

Ni-Catalyzed Enantioselective Intramolecular Mizoroki-Heck Reaction for the Synthesis of Phenanthridinone Derivatives.

Rachii D, Caldwell D, Kosukegawa Y, Sexton M, Rablen P, Malachowski W J Org Chem. 2023; 88(13):8203-8226.

PMID: 37321182 PMC: 10337041. DOI: 10.1021/acs.joc.3c00202.


Efficient kinetic resolution in the asymmetric transfer hydrogenation of 3-aryl-indanones: applications to a short synthesis of (+)-indatraline and a formal synthesis of ()-tolterodine.

Park S, Lee H RSC Adv. 2022; 11(37):23161-23183.

PMID: 35480442 PMC: 9036567. DOI: 10.1039/d1ra04538e.