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Literature DB >> 22976938

Regio- and enantioselective cobalt-catalyzed reductive [3+2] cycloaddition reaction of alkynes with cyclic enones: a route to bicyclic tertiary alcohols.

Chu-Hung Wei¹, Subramaniyan Mannathan, Chien-Hong Cheng.

Abstract

Round and round: An unusual cobalt-catalyzed regio- and enantioselective reductive [3+2] cycloaddition of cyclic enones with alkynes affording bicyclic tertiary alcohols is described. A possible mechanism involving the formation of a cobaltacyclopentene intermediate is proposed.

Entities: Chemical

Year: 2012 PMID： 22976938 DOI： 10.1002/anie.201205115

Source DB: PubMed Journal: Angew Chem Int Ed Engl ISSN： 1433-7851 Impact factor: 15.336

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Cited

7 in total

1. Nickel-Catalyzed Three-Component Cycloadditions of Enoates, Alkynes, and Aldehydes.

Authors: Aireal D Jenkins; Michael T Robo; Paul M Zimmerman; John Montgomery
Journal: J Org Chem Date: 2020-02-14 Impact factor: 4.354

2. Diols as Dienophiles: Bridged Carbocycles via Ruthenium(0)-Catalyzed Transfer Hydrogenative Cycloadditions of Cyclohexadiene or Norbornadiene.

Authors: Hiroki Sato; Keisuke Fukaya; Binit Sharma Poudel; Michael J Krische
Journal: Angew Chem Int Ed Engl Date: 2017-10-10 Impact factor: 15.336

3. Successive C-C coupling of dienes to vicinally dioxygenated hydrocarbons: ruthenium catalyzed [4 + 2] cycloaddition across the diol, hydroxycarbonyl, or dione oxidation levels.

Authors: Laina M Geary; Ben W Glasspoole; Mary M Kim; Michael J Krische
Journal: J Am Chem Soc Date: 2013-02-28 Impact factor: 15.419

4. Enantioselective synthesis of bicyclo[3.n.1]alkanes by chiral phosphoric acid-catalyzed desymmetrizing Michael cyclizations.

Authors: Alan R Burns; Amaël G E Madec; Darryl W Low; Iain D Roy; Hon Wai Lam
Journal: Chem Sci Date: 2015-04-30 Impact factor: 9.825

Regio- and enantioselective cobalt-catalyzed reductive [3+2] cycloaddition reaction of alkynes with cyclic enones: a route to bicyclic tertiary alcohols.

1. Nickel-Catalyzed Three-Component Cycloadditions of Enoates, Alkynes, and Aldehydes.

2. Diols as Dienophiles: Bridged Carbocycles via Ruthenium(0)-Catalyzed Transfer Hydrogenative Cycloadditions of Cyclohexadiene or Norbornadiene.

3. Successive C-C coupling of dienes to vicinally dioxygenated hydrocarbons: ruthenium catalyzed [4 + 2] cycloaddition across the diol, hydroxycarbonyl, or dione oxidation levels.

4. Enantioselective synthesis of bicyclo[3.n.1]alkanes by chiral phosphoric acid-catalyzed desymmetrizing Michael cyclizations.

5. Unpredictable cycloisomerization of 1,11-dien-6-ynes by a common cobalt catalyst.

6. Divergent ring-opening coupling between cyclopropanols and alkynes under cobalt catalysis.

7. Regioselective hydroacylation of 1,3-dienes by cobalt catalysis.