Literature DB >> 20201522

Cascade resulting in the reductive ethynylation of aldehydes: dissection of its components.

Dongjoo Lee1, Samuel J Danishefsky.   

Abstract

A mild and efficient two-carbon homologation of aldehydes exploiting multiple modes of KOt-Bu was developed. This process involves a sequential Peterson allenylation/allene-alkyne isomerization/protodesilylation in a single-flask operation. The differential roles played by the various elements of the process were demonstrated through dissection experiments.

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Year:  2010        PMID: 20201522      PMCID: PMC2847877          DOI: 10.1021/ja910825g

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  5 in total

1.  Androstenediol analogs as ER-beta-selective SERMs.

Authors:  Timothy A Blizzard; Candido Gude; Jerry D Morgan; Wanda Chan; Elizabeth T Birzin; Marina Mojena; Consuelo Tudela; Fang Chen; Kristin Knecht; Qin Su; Bryan Kraker; Ralph T Mosley; Mark A Holmes; Nandini Sharma; Paula M D Fitzgerald; Susan P Rohrer; Milton L Hammond
Journal:  Bioorg Med Chem Lett       Date:  2005-11-23       Impact factor: 2.823

2.  Ruthenium-catalyzed propargylic reduction of propargylic alcohols with silanes.

Authors:  Yoshiaki Nishibayashi; Akira Shinoda; Yoshihiro Miyake; Hiroshi Matsuzawa; Mitsunobu Sato
Journal:  Angew Chem Int Ed Engl       Date:  2006-07-17       Impact factor: 15.336

3.  The [1,5]-Brook rearrangement: an initial application in anion relay chemistry.

Authors:  Amos B Smith; Ming Xian; Won-Suk Kim; Dae-Shik Kim
Journal:  J Am Chem Soc       Date:  2006-09-27       Impact factor: 15.419

4.  Stereogenic Propargylic Centers via Base-Mediated Terminal Allene Isomerization.

Authors:  John D. Spence; Justin K. Wyatt; Daniel M. Bender; David K. Moss; Michael H. Nantz
Journal:  J Org Chem       Date:  1996-06-14       Impact factor: 4.354

5.  Ruthenium-catalyzed cycloisomerizations of diynols.

Authors:  Barry M Trost; Michael T Rudd
Journal:  J Am Chem Soc       Date:  2005-04-06       Impact factor: 15.419

  5 in total

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