Literature DB >> 17914838

Oxidative carbon-carbon bond formation via silyl bis-enol ethers: controlled cross-coupling for the synthesis of quaternary centers.

Michael D Clift1, Carla N Taylor, Regan J Thomson.   

Abstract

Unsymmetrical silyl bis-enol ethers have been developed as effective substrates for synthesizing quaternary centers from tetralone derivatives through oxidative carbon-carbon bond formation. The derived products are shown to be highly versatile intermediates that may be used to generate diverse structures such as cyclopentenones, 2H-pyrroles, and spirocyclic pyrrolidines.

Entities:  

Year:  2007        PMID: 17914838     DOI: 10.1021/ol702306z

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


  10 in total

1.  Innate and guided C-H functionalization logic.

Authors:  Tobias Brückl; Ryan D Baxter; Yoshihiro Ishihara; Phil S Baran
Journal:  Acc Chem Res       Date:  2011-10-21       Impact factor: 22.384

2.  Copper-Catalyzed Homo-Dimerization of Nitronates and Enolates under Oxygen Atmosphere.

Authors:  Hien-Quang Do; Hung Tran-Vu; Olafs Daugulis
Journal:  Organometallics       Date:  2012-06-21       Impact factor: 3.876

3.  Oxidative carbon-carbon bond formation via allyldimethylsilyl enol ethers.

Authors:  Leah C Konkol; Brian T Jones; Regan J Thomson
Journal:  Org Lett       Date:  2009-12-03       Impact factor: 6.005

4.  Oxidative Coupling of Enolates, Enol Silanes and Enamines: Methods and Natural Product Synthesis.

Authors:  Fenghai Guo; Michael D Clift; Regan J Thomson
Journal:  European J Org Chem       Date:  2012-07-16

5.  Development of a merged conjugate addition/oxidative coupling sequence. Application to the enantioselective total synthesis of metacycloprodigiosin and prodigiosin R1.

Authors:  Michael D Clift; Regan J Thomson
Journal:  J Am Chem Soc       Date:  2009-10-14       Impact factor: 15.419

6.  Catalytic asymmetric alkylation of substituted isoflavanones.

Authors:  Antoinette E Nibbs; Amanda-Lauren Baize; Rachel M Herter; Karl A Scheidt
Journal:  Org Lett       Date:  2009-09-03       Impact factor: 6.005

7.  Access to α-Pyrazole and α-Triazole Derivatives of Ketones from Oxidative Heteroarylation of Silyl Enolethers.

Authors:  Sandeep Dhanju; Aidan C Caravana; Regan J Thomson
Journal:  Org Lett       Date:  2020-10-01       Impact factor: 6.005

8.  Total Synthesis of Propolisbenzofuran B.

Authors:  Brian T Jones; Christopher T Avetta; Regan J Thomson
Journal:  Chem Sci       Date:  2014-05-01       Impact factor: 9.825

9.  Cross-coupling of dissimilar ketone enolates via enolonium species to afford non-symmetrical 1,4-diketones.

Authors:  Keshaba N Parida; Gulab K Pathe; Shimon Maksymenko; Alex M Szpilman
Journal:  Beilstein J Org Chem       Date:  2018-05-03       Impact factor: 2.883

10.  Silver-Catalyzed Controlled Intermolecular Cross-Coupling of Silyl Enol Ethers: Scalable Access to 1,4-Diketones.

Authors:  Li Xu; Xiaoyi Liu; Gregory R Alvey; Andrey Shatskiy; Jian-Quan Liu; Markus D Kärkäs; Xiang-Shan Wang
Journal:  Org Lett       Date:  2022-06-17       Impact factor: 6.072

  10 in total

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