Literature DB >> 17559220

A cyclopropanol-based strategy for subunit coupling: total synthesis of (+)-spirolaxine methyl ether.

Katie A Keaton1, Andrew J Phillips.   

Abstract

A strategy for ketone synthesis with cyclopropanols as intermediates and its application to (+)-spirolaxine methyl ether is described. The synthesis also features an application of Fu's alkyl-alkyl Suzuki coupling.

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Year:  2007        PMID： 17559220     DOI： 10.1021/ol0710111

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  12 in total

Review 1.  Transition metal-catalyzed alkyl-alkyl bond formation: Another dimension in cross-coupling chemistry.

Authors:  Junwon Choi; Gregory C Fu
Journal:  Science       Date:  2017-04-14       Impact factor: 47.728

2.  PALLADIUM-CATALYZED ALKYL-ALKYL SUZUKI CROSS-COUPLINGS OF PRIMARY ALKYL BROMIDES AT ROOM-TEMPERATURE: (13-CHLOROTRIDECYLOXY)TRIETHYLSILANE [Silane, [(13-chlorotridecyl)oxy]triethyl-].

Authors:  Sha Lou; Gregory C Fu; Takuyo Higo; Tohru Fukuyama
Journal:  Organic Synth       Date:  2010-01-01

3.  Metallacycle-Mediated Cross-Coupling in Natural Product Synthesis.

Authors:  Natasha F O'Rourke; Matthew J Kier; Glenn C Micalizio
Journal:  Tetrahedron       Date:  2016-09-07       Impact factor: 2.457

4.  Enantioselective Iridium-Catalyzed Phthalide Formation through Internal Redox Allylation of Phthalaldehydes.

Authors:  James M Cabrera; Johannes Tauber; Michael J Krische
Journal:  Angew Chem Int Ed Engl       Date:  2018-01-04       Impact factor: 15.336

5.  Stereoconvergent amine-directed alkyl-alkyl Suzuki reactions of unactivated secondary alkyl chlorides.

Authors:  Zhe Lu; Ashraf Wilsily; Gregory C Fu
Journal:  J Am Chem Soc       Date:  2011-05-10       Impact factor: 15.419

6.  Alkyl-alkyl Suzuki cross-coupling of unactivated secondary alkyl chlorides.

Authors:  Zhe Lu; Gregory C Fu
Journal:  Angew Chem Int Ed Engl       Date:  2010-09-03       Impact factor: 15.336

7.  Enantioconvergent cross-couplings of racemic alkylmetal reagents with unactivated secondary alkyl electrophiles: catalytic asymmetric Negishi α-alkylations of N-Boc-pyrrolidine.

Authors:  Christopher J Cordier; Rylan J Lundgren; Gregory C Fu
Journal:  J Am Chem Soc       Date:  2013-07-19       Impact factor: 15.419

8.  Stereochemical lability of azatitanacyclopropanes: dynamic kinetic resolution in reductive cross-coupling reactions with allylic alcohols.

Authors:  Dexi Yang; Glenn C Micalizio
Journal:  Chem Commun (Camb)       Date:  2013-10-09       Impact factor: 6.222

9.  A concise and modular synthesis of pyranicin.

Authors:  Nolan D Griggs; Andrew J Phillips
Journal:  Org Lett       Date:  2008-10-10       Impact factor: 6.005

10.  Total synthesis of the anti-inflammatory and pro-resolving lipid mediator MaR1n-3 DPA utilizing an sp(3) -sp(3) Negishi cross-coupling reaction.

Authors:  Jørn Eivind Tungen; Marius Aursnes; Jesmond Dalli; Hildur Arnardottir; Charles Nicholas Serhan; Trond Vidar Hansen
Journal:  Chemistry       Date:  2014-09-15       Impact factor: 5.236
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