ArticleOrganic letters2016
Asymmetric Organocatalytic Reductive Coupling Reactions between Benzylidene Pyruvates and Aldehydes.
Article in Organic letters, 2016. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 14 papers.
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Who cites it
14 citing papers in PubMed.
- Catalytic Enantioselective Dearomatizing [2,3]-Wittig Rearrangements Allow Divergent [2,3]-, [1,2]-, and Sommelet-Hauser-Type Products.Journal of the American Chemical Society · 2026Article
- Recent Developments in the [1,2]-Phospha-Brook Rearrangement Reaction.International journal of molecular sciences · 2025Review
- Further developments ofiScience · 2022Review
- Extended Enolates: Versatile Intermediates for Asymmetric C-H Functionalization via Noncovalent Catalysis.Chemistry (Weinheim an der Bergstrasse, Germany) · 2021Review
- Phosphine Organocatalysis.Chemical reviews · 2018Review
- Bifunctional iminophosphorane catalysed enantioselective sulfa-Michael addition of alkyl thiols to alkenyl benzimidazoles.Chemical science · 2018Article
- Asymmetric Organocatalytic Sulfa-Michael Addition to Enone Diesters.The Journal of organic chemistry · 2018Article
- 2-Azadienes as Reagents for Preparing Chiral Amines: Synthesis of 1,2-Amino Tertiary Alcohols by Cu-Catalyzed Enantioselective Reductive Couplings with Ketones.Journal of the American Chemical Society · 2018Article
- Enantio- and Diastereoselective Organocatalytic Conjugate Additions of Nitroalkanes to Enone Diesters.Organic letters · 2017Article
- Palladium-Catalyzed β-Arylation of α-Keto Esters.Organic letters · 2017Article
- Diastereoselective Organocatalytic Addition of α-Angelica Lactone to β-Halo-α-ketoesters.The Journal of organic chemistry · 2017Article
- Article
- Phosphazene-catalyzed desymmetrization of cyclohexadienones by dithiane addition.Beilstein journal of organic chemistry · 2017Article
- Enantioselective bifunctional iminophosphorane catalyzed sulfa-Michael addition of alkyl thiols to unactivated β-substituted-α,β-unsaturated esters.Chemical science · 2017Article
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4 authors.
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Abstract
An organocatalytic three-component reductive coupling reaction between dimethyl phosphite, benzylidene pyruvates, and aldehydes is reported. A chiral triaryliminophosphorane catalyst promotes Pudovik addition, which is followed by phospha-Brook rearrangement to transiently generate enolates that are trapped stereoselectively by aldehydes. This reductive coupling provides vicinal polyfunctionalized stereocenters from readily available prochiral starting materials with excellent diastereoselectivity, enantioselectivity, and yield.
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