1,721,027 research outputs found

    Highly enantioselective organocatalytic addition of unmodified aldehydes to N-Boc protected imines: one-pot asymmetric synthesis of ?-amino acids

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    Highly enantioselective catalytic routes to Boc protected ?-amino aldehydes, ?-amino acids and ?-amino alcohols are presented. The organocatalytic asymmetric reactions between unmodified aldehydes and N-Boc protected aryl imines proceed with excellent chemo- and enantioselectivities to give the corresponding compounds in high yields with up to >19:1 dr and 93% to >99% ee

    A simple and concise catalytic asymmetric entry to tetrahydroxanthenones

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    The first catalytic asymmetric synthesis of tetrahydroxanthenones is presented. The simple organocatalytic enantioselective domino reactions between salicylic aldehyde derivatives and ?,?-unsaturated cyclic ketones proceed with excellent chemoselectivity to give the corresponding tetrahydroxanthenones in moderate to good yields and high enantioselectivities

    Organocatalytic asymmetric multi-component [C+NC+CC] synthesis of highly functionalized pyrrolidine derivatives

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    The highly chemo- and enantioselective organocatalytic [C+NC+CC] coupling process between aldehydes, dialkyl 2-aminomalonates and ?,?-unsaturated aldehydes is presented. The reaction gives access to highly functionalized pyrrolidine derivatives in good yields with >10:1 dr and 90–98% ee

    One-pot catalytic asymmetric cascade synthesis of cycloheptane derivatives

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    A regiospecific, highly chemo-, diastereo-, and enantioselective one-pot catalytic cascade synthesis of cycloheptane derivatives is presented. In this chiral-amine-catalyzed asymmetric process, six new bonds and five new stereocenters were formed with excellent stereocontrol (>25:1 d.r. and 98- >99 ee)

    Asymmetric amplification in the amino acid-catalyzed synthesis of amino acid derivatives

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    The origins of biological homochirality have intrigued researchers since Pasteur’s discovery of the optical activity of biomolecules. Herein, we present the first example of asymmetric amplification in the amino acid-catalyzed enantioselective synthesis of amino acid derivatives that provides support for a synergistic model for the evolution of homochirality by amino acid catalysis

    Highly diastereo- and enantioselective catalytic domino thia-Michael/aldol reactions: synthesis of benzothiopyrans with three contiguous stereocenters

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    Highly enantioselective organocatalytic domino thia-Michael/aldol reactions between 2-mercaptoacetophenone and ?,?-unsaturated aldehydes are presented. The reactions proceed with excellent chemo-, diastereo- and enantioselectivity to give the corresponding benzothiopyran derivatives in high yields with up to >15:1 dr and 96 to >99?% ee

    One-pot pyrrolidine-catalyzed synthesis of benzopyrans, benzothiopyranes, and dihydroquinolidines

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    A simple catalytic racemic synthesis of benzopyranes, benzothiopyranes and 1,2-dihydroquinolines is presented. The organocatalytic domino reactions between 2-heteroatom substituted aldehyde derivatives and ?,?-unsaturated aldehydes or ?,?-unsaturated cyclic ketones proceed with excellent chemoselectivity to give the corresponding products in good to high yields

    Enantioselective organocatalytic conjugate addition of amines to ?,?-unsaturated aldehydes: one-pot asymmetric synthesis of ?-amino acids and 1,3-diamines

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    Organocatalytic asymmetric amine conjugate additions to ?,?-unsaturated aldehydes catalyzed by protected diarylprolinols are presented. The reactions proceed with high enantioselectivity and result in Cbz or Boc protected ?-amino aldehydes, ?-amino alcohols, ?-amino acids and 1,3-diamines with typically 82–99% ee
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