Literature DB >> 23619982

Catalytic platinum-initiated cation-olefin reactions with alkene terminating groups.

Joseph G Sokol1, Nikki A Cochrane, Jennifer J Becker, Michel R Gagné.   

Abstract

A series of phosphine-Pt(2+)-catalysts is reported, which enable the oxidative cascade cyclization of poly-alkene substrates. When the terminus is appropriately arranged and a catalyst reoxidation mediator is included, several polycyclic all carbon skeletons can be obtained. In one example, a chiral P2Pt(+2) catalyst provides up to 79% ee.

Entities:  

Year:  2013        PMID: 23619982      PMCID: PMC3786443          DOI: 10.1039/c3cc41699b

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


  24 in total

1.  Enzyme Mechanisms for Polycyclic Triterpene Formation.

Authors: 
Journal:  Angew Chem Int Ed Engl       Date:  2000-08-18       Impact factor: 15.336

2.  Squalene-hopene cyclase: catalytic mechanism and substrate recognition.

Authors:  Tsutomu Hoshino; Tsutomu Sato
Journal:  Chem Commun (Camb)       Date:  2002-02-21       Impact factor: 6.222

Review 3.  A case study in biomimetic total synthesis: polyolefin carbocyclizations to terpenes and steroids.

Authors:  Ryan A Yoder; Jeffrey N Johnston
Journal:  Chem Rev       Date:  2005-12       Impact factor: 60.622

4.  Asymmetric oxidative cation/olefin cyclization of polyenes: evidence for reversible cascade cyclization.

Authors:  Charles A Mullen; Alison N Campbell; Michel R Gagné
Journal:  Angew Chem Int Ed Engl       Date:  2008       Impact factor: 15.336

5.  Terminating platinum-initiated cation-olefin reactions with simple alkenes.

Authors:  Joseph G Sokol; Chandra Sekhar Korapala; Peter S White; Jennifer J Becker; Michel R Gagné
Journal:  Angew Chem Int Ed Engl       Date:  2011-05-13       Impact factor: 15.336

6.  A powerful new construction of complex chiral polycycles by an indium(III)-catalyzed cationic cascade.

Authors:  Karavadhi Surendra; Wenwei Qiu; E J Corey
Journal:  J Am Chem Soc       Date:  2011-06-06       Impact factor: 15.419

7.  Palladium-catalyzed alkoxyamination of alkenes with use of N-fluorobenzenesulfonimide as oxidant.

Authors:  Dmitry V Liskin; Paul A Sibbald; Carolyn F Rosewall; Forrest E Michael
Journal:  J Org Chem       Date:  2010-09-17       Impact factor: 4.354

8.  Experimental and theoretical studies on the bismuth-triflate-catalysed cycloisomerisation of 1,6,10-trienes and aryl polyenes.

Authors:  Julien Godeau; Fabien Fontaine-Vive; Sylvain Antoniotti; Elisabet Duñach
Journal:  Chemistry       Date:  2012-11-09       Impact factor: 5.236

9.  Highly enantioselective proton-initiated polycyclization of polyenes.

Authors:  Karavadhi Surendra; E J Corey
Journal:  J Am Chem Soc       Date:  2012-07-10       Impact factor: 15.419

10.  Rapid and enantioselective synthetic approaches to germanicol and other pentacyclic triterpenes.

Authors:  Karavadhi Surendra; E J Corey
Journal:  J Am Chem Soc       Date:  2008-07-09       Impact factor: 15.419

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  4 in total

1.  Biomimetic Platinum-Promoted Polyene Polycyclizations: Influence of Alkene Substitution and Pre-cyclization Conformations.

Authors:  Christina H McCulley; Michael J Geier; Brandi M Hudson; Michel R Gagné; Dean J Tantillo
Journal:  J Am Chem Soc       Date:  2017-08-03       Impact factor: 15.419

2.  Enantioselective Cascade Cyclization/Protodemetalation of Polyenes with N3Pt2+ Catalysts.

Authors:  Ha Nguyen; Michel R Gagné
Journal:  ACS Catal       Date:  2014-02-03       Impact factor: 13.084

3.  Gold(I)-Catalyzed Activation of Alkynes for the Construction of Molecular Complexity.

Authors:  Ruth Dorel; Antonio M Echavarren
Journal:  Chem Rev       Date:  2015-04-06       Impact factor: 60.622

4.  Diastereoselective Pt catalyzed cycloisomerization of polyenes to polycycles.

Authors:  Michael J Geier; Michel R Gagné
Journal:  J Am Chem Soc       Date:  2014-02-13       Impact factor: 15.419

  4 in total

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