Literature DB >> 17971979

An alkoxide-directed alkyne-allene cross-coupling for stereoselective synthesis of 1,4-dienes.

Heidi L Shimp1, Glenn C Micalizio.   

Abstract

A titanium alkoxide-mediated convergent coupling between internal alkynes and allenes is described for the regio- and stereocontrolled synthesis of substituted acyclic 1,4-dienes.

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Year:  2007        PMID： 17971979      PMCID： PMC4319186          DOI： 10.1039/b708256h

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


  6 in total

Review 1.  Non-metathesis ruthenium-catalyzed C-C bond formation.

Authors:  B M Trost; F D Toste; A B Pinkerton
Journal:  Chem Rev       Date:  2001-07       Impact factor: 60.622

2.  Synthesis of organotitanium complexes from alkenes and alkynes and their synthetic applications.

Authors:  F Sato; H Urabe; S Okamoto
Journal:  Chem Rev       Date:  2000-08-09       Impact factor: 60.622

3.  A site- and stereoselective intermolecular alkene-alkyne coupling process.

Authors:  Holly A Reichard; Glenn C Micalizio
Journal:  Angew Chem Int Ed Engl       Date:  2007       Impact factor: 15.336

4.  Palladium-catalyzed cross-coupling reactions in total synthesis.

Authors:  K C Nicolaou; Paul G Bulger; David Sarlah
Journal:  Angew Chem Int Ed Engl       Date:  2005-07-18       Impact factor: 15.336

5.  An alkoxide-directed carbometalation of internal alkynes.

Authors:  Jamie Ryan; Glenn C Micalizio
Journal:  J Am Chem Soc       Date:  2006-03-08       Impact factor: 15.419

Review 6.  Nickel-catalyzed reductive cyclizations and couplings.

Authors:  John Montgomery
Journal:  Angew Chem Int Ed Engl       Date:  2004-07-26       Impact factor: 15.336
  6 in total
  8 in total

1.  Reaction design, discovery, and development as a foundation to function-oriented synthesis.

Authors:  Glenn C Micalizio; Sarah B Hale
Journal:  Acc Chem Res       Date:  2015-02-10       Impact factor: 22.384

2.  Cyclopropenes in Metallacycle-Mediated Cross-Coupling with Alkynes: Convergent Synthesis of Highly Substituted Vinylcyclopropanes.

Authors:  Natasha F O'Rourke; Glenn C Micalizio
Journal:  Org Lett       Date:  2016-03-01       Impact factor: 6.005

3.  Regio- and Stereoselective Direct Cross-Coupling of Aromatic Imines with Allenic Alcohols.

Authors:  Martin McLaughlin; Heidi L Shimp; Raul Navarro; Glenn C Micalizio
Journal:  Synlett       Date:  2008-03-01       Impact factor: 2.454

4.  Allene-alkyne cross-coupling for stereoselective synthesis of substituted 1,4-dienes and cross-conjugated trienes.

Authors:  Heidi L Shimp; Alissa Hare; Martin McLaughlin; Glenn C Micalizio
Journal:  Tetrahedron       Date:  2008-04-14       Impact factor: 2.457

5.  Complex allylation by the direct cross-coupling of imines with unactivated allylic alcohols.

Authors:  Masayuki Takahashi; Martin McLaughlin; Glenn C Micalizio
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336

6.  The regio- and stereochemical course of reductive cross-coupling reactions between 1,3-disubstituted allenes and vinylsilanes: Synthesis of (Z)-dienes.

Authors:  Allan U Barlan; Glenn C Micalizio
Journal:  Tetrahedron       Date:  2010-06-26       Impact factor: 2.457

7.  An annulation reaction for the synthesis of cross-conjugated triene-containing hydroindanes from acyclic precursors.

Authors:  Xiayun Cheng; Glenn C Micalizio
Journal:  Org Lett       Date:  2014-09-12       Impact factor: 6.005

8.  Azaphilic versus Carbophilic Coupling at C=N Bonds: Key Steps in Titanium-Assisted Multicomponent Reactions.

Authors:  Torsten Roth; Hubert Wadepohl; Eric Clot; Lutz H Gade
Journal:  Chemistry       Date:  2015-11-06       Impact factor: 5.236
  8 in total

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