Literature DB >> 23629548

NHC-Cu(I) catalysed asymmetric conjugate silyl transfer to unsaturated lactones: application in kinetic resolution.

Vittorio Pace1, James P Rae, Hassan Y Harb, David J Procter.   

Abstract

The scope of the asymmetric silyl transfer to unsaturated lactones utilising a C2-symmetric NHC-Cu(I) catalyst has been established and kinetic resolutions mediated by silyl transfer have been used to prepare enantiomerically enriched anti-4,5-disubstituted 5-membered lactones. The method has been exploited in an expedient synthesis of (+)-blastmycinone.

Entities:  

Year:  2013        PMID： 23629548     DOI： 10.1039/c3cc42160k

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN： 1359-7345            Impact factor:   6.222


  8 in total

1.  Mechanism of NHC-Catalyzed Conjugate Additions of Diboron and Borosilane Reagents to α,β-Unsaturated Carbonyl Compounds.

Authors:  Hao Wu; Jeannette M Garcia; Fredrik Haeffner; Suttipol Radomkit; Adil R Zhugralin; Amir H Hoveyda
Journal:  J Am Chem Soc       Date:  2015-08-11       Impact factor: 15.419

2.  Copper(II)-catalyzed silylation of activated alkynes in water: diastereodivergent access to E- or Z-β-silyl-α,β-unsaturated carbonyl and carboxyl compounds.

Authors:  Joseph A Calderone; Webster L Santos
Journal:  Angew Chem Int Ed Engl       Date:  2014-02-14       Impact factor: 15.336

Review 3.  Recent advancements on the use of 2-methyltetrahydrofuran in organometallic chemistry.

Authors:  Serena Monticelli; Laura Castoldi; Irene Murgia; Raffaele Senatore; Eugenia Mazzeo; Judith Wackerlig; Ernst Urban; Thierry Langer; Vittorio Pace
Journal:  Monatsh Chem       Date:  2016-12-07       Impact factor: 1.451

Review 4.  Recent advances in Cu-catalyzed C(sp3)-Si and C(sp3)-B bond formation.

Authors:  Balaram S Takale; Ruchita R Thakore; Elham Etemadi-Davan; Bruce H Lipshutz
Journal:  Beilstein J Org Chem       Date:  2020-04-15       Impact factor: 2.883

5.  Copper-Catalyzed Enantio- and Diastereoselective Addition of Silicon Nucleophiles to 3,3-Disubstituted Cyclopropenes.

Authors:  Liangliang Zhang; Martin Oestreich
Journal:  Chemistry       Date:  2019-10-22       Impact factor: 5.236

6.  Copper-Catalyzed Enantioselective Hydrosilylation of gem-Difluorocyclopropenes Leading to a Stereochemical Study of the Silylated gem-Difluorocyclopropanes.

Authors:  Keisuke Sekine; Dai Akaishi; Kakeru Konagaya; Shigekazu Ito
Journal:  Chemistry       Date:  2022-05-02       Impact factor: 5.020

7.  Development of an additive-controlled, SmI2-mediated stereoselective sequence: Telescoped spirocyclisation, lactone reduction and Peterson elimination.

Authors:  Brice Sautier; Karl D Collins; David J Procter
Journal:  Beilstein J Org Chem       Date:  2013-07-18       Impact factor: 2.883

8.  Copper-catalyzed silylation of p-quinone methides: new entry to dibenzylic silanes.

Authors:  Aurora López; Alejandro Parra; Carlos Jarava-Barrera; Mariola Tortosa
Journal:  Chem Commun (Camb)       Date:  2015-12-28       Impact factor: 6.222
  8 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.