Literature DB >> 20024348

Palladium-catalyzed [3C + 2C + 2C] cycloaddition of enynylidenecyclopropanes: efficient construction of fused 5-7-5 tricyclic systems.

Gaurav Bhargava1, Beatriz Trillo, Marisel Araya, Fernando López, Luis Castedo, José L Mascareñas.   

Abstract

We report a Pd-catalyzed intramolecular [3C + 2C + 2C] cycloaddition between alkylidenecyclopropanes, alkynes and alkenes. The method provides synthetically relevant 5-7-5 tricyclic structures, with good chemoselectivity and complete diastereoselectivity.

Entities:  

Year:  2009        PMID： 20024348     DOI： 10.1039/b919258a

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN： 1359-7345            Impact factor:   6.222


  5 in total

1.  Interception of a Rautenstrauch intermediate by alkynes for [5+2] cycloaddition: rhodium-catalyzed cycloisomerization of 3-acyloxy-4-ene-1,9-diynes to bicyclo[5.3.0]decatrienes.

Authors:  Xing-zhong Shu; Suyu Huang; Dongxu Shu; Ilia A Guzei; Weiping Tang
Journal:  Angew Chem Int Ed Engl       Date:  2011-07-11       Impact factor: 15.336

2.  Cooperative NHC/Photoredox Catalyzed Ring-Opening of Aryl Cyclopropanes to 1-Aroyloxylated-3-Acylated Alkanes.

Authors:  Zhijun Zuo; Constantin G Daniliuc; Armido Studer
Journal:  Angew Chem Int Ed Engl       Date:  2021-10-25       Impact factor: 16.823

Review 3.  Transition metal catalyzed [6 + 2] cycloadditions.

Authors:  Amit Anand; Prabhpreet Singh; Vipan Kumar; Gaurav Bhargava
Journal:  RSC Adv       Date:  2019-08-15       Impact factor: 4.036

4.  Nickel-catalyzed intramolecular [3 + 2 + 2] cycloadditions of alkylidenecyclopropanes. A straightforward entry to fused 6,7,5-tricyclic systems.

Authors:  Lucía Saya; Israel Fernández; Fernando López; José L Mascareñas
Journal:  Org Lett       Date:  2014-09-18       Impact factor: 6.005

5.  Palladium-Catalyzed Tandem Cycloisomerization/Cross-Coupling of Carbonyl- and Imine-Tethered Alkylidenecyclopropanes.

Authors:  Felipe Verdugo; Ricardo Rodiño; Martín Calvelo; José Luis Mascareñas; Fernando López
Journal:  Angew Chem Int Ed Engl       Date:  2022-04-14       Impact factor: 16.823
  5 in total

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