Literature DB >> 22329839

Chiral silver phosphate-catalyzed cycloisomeric kinetic resolution of α-allenic alcohols.

Yan Wang1, Kuan Zheng, Ran Hong.   

Abstract

A kinetic resolution of α-allenic alcohols is realized through chiral silver phosphate-catalyzed cycloisomerization with high stereoselectivity (selectivity factor up to 189) and tolerance of a variety of functional groups. A mechanistic model is proposed to interpret the origin of the high stereoselectivity and broad substrate scope.
© 2012 American Chemical Society

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Year:  2012        PMID： 22329839     DOI： 10.1021/ja300453u

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


  10 in total

1.  Catalytic dynamic kinetic resolutions with N-heterocyclic carbenes: asymmetric synthesis of highly substituted β-lactones.

Authors:  Daniel T Cohen; Chad C Eichman; Eric M Phillips; Emily R Zarefsky; Karl A Scheidt
Journal:  Angew Chem Int Ed Engl       Date:  2012-06-14       Impact factor: 15.336

2.  Enantioselective Tandem Cyclization of Alkyne-Tethered Indoles Using Cooperative Silver(I)/Chiral Phosphoric Acid Catalysis.

Authors:  Yugen Zhu; Wei He; Wei Wang; Chloe E Pitsch; Xiaotai Wang; Xiang Wang
Journal:  Angew Chem Int Ed Engl       Date:  2017-08-23       Impact factor: 15.336

3.  Gold(I)-Catalyzed Enantioselective Desymmetrization of 1,3-Diols through Intramolecular Hydroalkoxylation of Allenes.

Authors:  Weiwei Zi; F Dean Toste
Journal:  Angew Chem Int Ed Engl       Date:  2015-09-30       Impact factor: 15.336

4.  A Synthesis of Substituted α-Allenols via Iron-Catalyzed Cross-Coupling of Propargyl Carboxylates with Grignard Reagents.

Authors:  Simon N Kessler; Fabian Hundemer; Jan-E Bäckvall
Journal:  ACS Catal       Date:  2016-09-28       Impact factor: 13.084

5.  Activation of allylic esters in an intramolecular vinylogous kinetic resolution reaction with synergistic magnesium catalysts.

Authors:  Dan Li; Yuling Yang; Minmin Zhang; Linqing Wang; Yingfan Xu; Dongxu Yang; Rui Wang
Journal:  Nat Commun       Date:  2020-05-22       Impact factor: 14.919

6.  Enzymatic Bromocyclization of α- and γ-Allenols by Chloroperoxidase from Curvularia inaequalis.

Authors:  Janne M Naapuri; Philip K Wagner; Frank Hollmann; Jan Deska
Journal:  ChemistryOpen       Date:  2022-01       Impact factor: 2.630

Review 7.  Catalytic Asymmetric Hydroalkoxylation of C-C Multiple Bonds.

Authors:  Jennifer L Kennemur; Rajat Maji; Manuel J Scharf; Benjamin List
Journal:  Chem Rev       Date:  2021-12-03       Impact factor: 60.622

8.  Cascade Catalysis Through Bifunctional Lipase Metal Biohybrids for the Synthesis of Enantioenriched O-Heterocycles from Allenes.

Authors:  Janne M Naapuri; Noelia Losada-Garcia; Robin Alexander Rothemann; Manuel Carmona Pichardo; Martin H G Prechtl; Jose M Palomo; Jan Deska
Journal:  ChemCatChem       Date:  2022-06-22       Impact factor: 5.497

9.  Catalyst-Driven Scaffold Diversity: Selective Synthesis of Spirocycles, Carbazoles and Quinolines from Indolyl Ynones.

Authors:  John T R Liddon; Michael J James; Aimee K Clarke; Peter O'Brien; Richard J K Taylor; William P Unsworth
Journal:  Chemistry       Date:  2016-05-19       Impact factor: 5.236

10.  Enzyme- and Ruthenium-Catalyzed Enantioselective Transformation of α-Allenic Alcohols into 2,3-Dihydrofurans.

Authors:  Bin Yang; Can Zhu; Youai Qiu; Jan-E Bäckvall
Journal:  Angew Chem Int Ed Engl       Date:  2016-04-08       Impact factor: 15.336
  10 in total

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