Literature DB >> 30500029

Vinylogous acyl triflates as an entry point to α,β-disubstituted cyclic enones via Suzuki-Miyaura cross-coupling.

Daria E Kim1, Yingchuan Zhu, Timothy R Newhouse.   

Abstract

An alternative protocol for the B-alkyl Suzuki-Miyaura reaction to produce cyclic α,β-disubstituted enones is reported. The use of β-triflyl enones as coupling partners in lieu of their halogenated analogs provides enhanced substrate stability to light and chromatography without adversely affecting reactivity. This protocol allows efficient access to the synthetically challenging α,β-disubstituted enone motif under mild conditions.

Entities:  

Year:  2019        PMID: 30500029     DOI: 10.1039/c8ob02573h

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  2 in total

1.  Enantioselective Total Synthesis and Structural Revision of Dysiherbol A.

Authors:  Julian Baars; Isabelle Grimm; Dirk Blunk; Jörg-Martin Neudörfl; Hans-Günther Schmalz
Journal:  Angew Chem Int Ed Engl       Date:  2021-06-01       Impact factor: 15.336

Review 2.  Recent Achievements in Total Synthesis for Integral Structural Revisions of Marine Natural Products.

Authors:  Min Woo Ha; Jonghoon Kim; Seung-Mann Paek
Journal:  Mar Drugs       Date:  2022-02-25       Impact factor: 5.118

  2 in total

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