Literature DB >> 22058047

Catalytic asymmetric diastereodivergent deracemization.

Marco Luparia1, Maria Teresa Oliveira, Davide Audisio, Frédéric Frébault, Richard Goddard, Nuno Maulide.   

Abstract

Your wish is my command: Deracemization is a powerful strategy wherein a racemate is converted into a 100 % yield of a single enantiopure product. A new concept in catalytic deracemization is presented, in which a racemate with n stereogenic elements can be selectively converted into each one of 2(m) (m = number of chiral centers of the product) different enantiopure products, by simple tuning of the reaction conditions.
Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Year:  2011        PMID: 22058047     DOI: 10.1002/anie.201106321

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  21 in total

1.  Sequential C(sp3)-H arylation and olefination: total synthesis of the proposed structure of pipercyclobutanamide A.

Authors:  Will R Gutekunst; Ryan Gianatassio; Phil S Baran
Journal:  Angew Chem Int Ed Engl       Date:  2012-06-19       Impact factor: 15.336

2.  Stereoselective synthesis of dienyl-carboxylate building blocks: formal synthesis of inthomycin C.

Authors:  Caroline Souris; Frédéric Frébault; Ashay Patel; Davide Audisio; K N Houk; Nuno Maulide
Journal:  Org Lett       Date:  2013-06-13       Impact factor: 6.005

3.  Divergent Control of Point and Axial Stereogenicity: Catalytic Enantioselective C-N Bond-Forming Cross-Coupling and Catalyst-Controlled Atroposelective Cyclodehydration.

Authors:  Yongseok Kwon; Alex J Chinn; Byoungmoo Kim; Scott J Miller
Journal:  Angew Chem Int Ed Engl       Date:  2018-04-23       Impact factor: 15.336

4.  A Diastereodivergent and Enantioselective Approach to syn- and anti-Diamines: Development of 2-Azatrienes for Cu-Catalyzed Reductive Couplings with Imines That Furnish Allylic Amines.

Authors:  Pengfei Zhou; Xinxin Shao; Steven J Malcolmson
Journal:  J Am Chem Soc       Date:  2021-08-23       Impact factor: 16.383

5.  Enantioselective cycloaddition of münchnones onto [60]fullerene: organocatalysis versus metal catalysis.

Authors:  Juan Marco-Martínez; Silvia Reboredo; Marta Izquierdo; Vanesa Marcos; Juan Luis López; Salvatore Filippone; Nazario Martín
Journal:  J Am Chem Soc       Date:  2014-02-10       Impact factor: 15.419

6.  Copper-catalysed enantioselective stereodivergent synthesis of amino alcohols.

Authors:  Shi-Liang Shi; Zackary L Wong; Stephen L Buchwald
Journal:  Nature       Date:  2016-03-28       Impact factor: 49.962

7.  Palladium-Catalyzed Oxidative Carbocyclization-Borylation of Enallenes to Cyclobutenes.

Authors:  Youai Qiu; Bin Yang; Can Zhu; Jan-E Bäckvall
Journal:  Angew Chem Int Ed Engl       Date:  2016-04-18       Impact factor: 15.336

8.  Highly Efficient Cascade Reaction for Selective Formation of Spirocyclobutenes from Dienallenes via Palladium-Catalyzed Oxidative Double Carbocyclization-Carbonylation-Alkynylation.

Authors:  Youai Qiu; Bin Yang; Can Zhu; Jan-E Bäckvall
Journal:  J Am Chem Soc       Date:  2016-10-13       Impact factor: 15.419

9.  Organocatalytic and enantioselective Michael reaction between α-nitroesters and nitroalkenes. Syn/anti-selectivity control using catalysts with the same absolute backbone chirality.

Authors:  Jose I Martínez; Uxue Uria; Maria Muñiz; Efraím Reyes; Luisa Carrillo; Jose L Vicario
Journal:  Beilstein J Org Chem       Date:  2015-12-14       Impact factor: 2.883

10.  Applications of C-H functionalization logic to cyclobutane synthesis.

Authors:  Will R Gutekunst; Phil S Baran
Journal:  J Org Chem       Date:  2014-02-27       Impact factor: 4.354

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