Literature DB >> 22827547

Gold-catalyzed hydrosilyloxylation driving tandem aldol and Mannich reactions.

Dongjin Kang1, Sangjune Park, Taekyu Ryu, Phil Ho Lee.   

Abstract

The chemoselective formation of an enolate from alkyne in the presence of a carbonyl and imine group was realized, which constructed a variety of structural motifs under exceedingly mild reaction conditions in a tandem process. Reaction driving tandem hydrosilyloxylation/aldol reactions was achieved through the formation of enol silyl ethers catalytically generated in situ from readily available alkynes. These reactions were expanded to obtain β-amino enol silyl ethers in good yields via the tandem hydrosilyloxylation/isomerization/Mannich reaction.

Entities:  

Year:  2012        PMID: 22827547     DOI: 10.1021/ol301660f

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


  2 in total

1.  Synthesis of oxazocenones via gold(I)-catalyzed 8-endo-dig hydroalkoxylation of alkynamides.

Authors:  Stephen S Scully; Shao-Liang Zheng; Bridget K Wagner; Stuart L Schreiber
Journal:  Org Lett       Date:  2015-01-08       Impact factor: 6.005

2.  Gold(i)-catalyzed stereoselective cyclization of 1,3-enyne aldehydes by a 1,3-acyloxy migration/Nazarov cyclization/aldol addition cascade.

Authors:  Marco Brandstätter; Nikolas Huwyler; Erick M Carreira
Journal:  Chem Sci       Date:  2019-07-29       Impact factor: 9.825

  2 in total

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