Literature DB >> 16075089

Intermolecular rhodium-catalyzed [2+2+2] carbocyclization reactions of 1,6-enynes with symmetrical and unsymmetrical alkynes.

P Andrew Evans1, James R Sawyer, Kwong Wah Lai, John C Huffman.   

Abstract

The crossed intermolecular rhodium-catalyzed [2+2+2] carbocyclization of carbon and heteroatom tethered 1,6-enynes can be accomplished with symmetrical and unsymmetrical alkynes, to afford the corresponding bicyclohexadienes in an efficient and highly selective manner.

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Year:  2005        PMID: 16075089      PMCID: PMC1475740          DOI: 10.1039/b505383h

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


  8 in total

1.  A versatile new method for the synthesis of cyclopentenones via an unusual rhodium-catalyzed intramolecular trans hydroacylation of an alkyne.

Authors:  K Tanaka; G C Fu
Journal:  J Am Chem Soc       Date:  2001-11-21       Impact factor: 15.419

2.  The behavior of 1,n-enynes in the presence of transition metals.

Authors:  Corinne Aubert; Olivier Buisine; Max Malacria
Journal:  Chem Rev       Date:  2002-03       Impact factor: 60.622

3.  Highly chemo- and regioselective intermolecular cyclotrimerization of alkynes catalyzed by cationic rhodium(I)/modified BINAP complexes.

Authors:  Ken Tanaka; Kaori Shirasaka
Journal:  Org Lett       Date:  2003-11-27       Impact factor: 6.005

4.  Rhodium-catalyzed [2 + 2 + 2] cyclotrimerization in an aqueous-organic biphasic system.

Authors:  Hidenori Kinoshita; Hiroshi Shinokubo; Koichiro Oshima
Journal:  J Am Chem Soc       Date:  2003-07-02       Impact factor: 15.419

5.  Construction of pyridine rings by metal-mediated [2 + 2 + 2] cycloaddition.

Authors:  Jesús A Varela; Carlos Saá
Journal:  Chem Rev       Date:  2003-09       Impact factor: 60.622

6.  Rhodium(I)-Catalyzed

Authors: 
Journal:  Angew Chem Int Ed Engl       Date:  1999-08       Impact factor: 15.336

7.  Iridium complex-catalyzed reaction of 1,6-enynes: cycloaddition and cycloisomerization.

Authors:  Satoko Kezuka; Toshiaki Okado; Eri Niou; Ryo Takeuchi
Journal:  Org Lett       Date:  2005-04-28       Impact factor: 6.005

8.  A novel rhodium-catalyzed reduction-oxidation process: reaction of 4-alkynals with phenol to provide cis-4-alkenoates.

Authors:  Ken Tanaka; Gregory C Fu
Journal:  Angew Chem Int Ed Engl       Date:  2002-05-03       Impact factor: 15.336

  8 in total
  3 in total

1.  Regio- and enantioselective intermolecular rhodium-catalyzed [2+2+2] carbocyclization reactions of 1,6-enynes with methyl arylpropiolates.

Authors:  P Andrew Evans; Kwong Wah Lai; James R Sawyer
Journal:  J Am Chem Soc       Date:  2005-09-14       Impact factor: 15.419

2.  The origin of the ligand-controlled regioselectivity in Rh-catalyzed [(2 + 2) + 2] carbocyclizations: steric vs. stereoelectronic effects.

Authors:  Douglas W Crandell; Shivnath Mazumder; P Andrew Evans; Mu-Hyun Baik
Journal:  Chem Sci       Date:  2015-08-25       Impact factor: 9.825

3.  Intermolecular oxidative decarbonylative [2 + 2 + 2] carbocyclization of N-(2-ethynylaryl)acrylamides with tertiary and secondary alkyl aldehydes involving C(sp3)-H functionalization.

Authors:  Yang Li; Gao-Hui Pan; Ming Hu; Bang Liu; Ren-Jie Song; Jin-Heng Li
Journal:  Chem Sci       Date:  2016-07-21       Impact factor: 9.825

  3 in total

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