Enantioselective synthesis of highly functionalised amides by copper-catalysed vinylogous Mukaiyama aldol reaction.

  title={Enantioselective synthesis of highly functionalised amides by copper-catalysed vinylogous Mukaiyama aldol reaction.},
  author={Marcus Frings and Daniel Goedert and Carsten Bolm},
  journal={Chemical communications},
  volume={46 30},
Amides with quaternary stereogenic centers have been synthesised by catalytic asymmetric vinylogous Mukaiyama aldol reactions. The chiral copper-sulfoximine catalyst gives rise to products with moderate to good yields and up to 92% ee. 
42 Citations

Enantioselective Synthesis of Highly Functionalized Amides by Copper-Catalyzed Vinylogous Mukaiyama Aldol Reaction.

The title reaction affords amides with quaternary stereogenic centers in moderate to good yields and with up to 92% e.e.

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Asymmetric Copper-Catalyzed Vinylogous Mukaiyama Michael Addition of Cyclic Dienol Silanes to Unsaturated α-Keto Phosphonates.

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Catalyzed vinylogous Mukaiyama aldol reactions with controlled enantio- and diastereoselectivities.

A new catalytic vinylogous Mukaiyama aldol reaction provides products with high diastereo- and enantioselectivities and relative and absolute stereochemistry of a representative product was rigorously assigned by NMR and CD spectroscopies, X-ray diffraction, and quantum-chemical calculations.

Sulfoximines as ligands in copper-catalyzed asymmetric vinylogous Mukaiyama-type aldol reactions.

[reaction: see text] gamma,delta-Unsaturated alpha-hydroxy diesters with quaternary centers have been obtained with up to 99% ee in high yields using catalysts prepared from copper(II) triflate and

A catalytic asymmetric vinylogous Mukaiyama aldol reaction.

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C1-symmetric aminosulfoximines in copper-catalyzed asymmetric vinylogous Mukaiyama aldol reactions.

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Enantioselective Halogenation of β‐Oxo Esters Catalyzed by a Chiral Sulfoximine–Copper Complex

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Chiral sulfoximines have a stereogenic center at the sulfur atom and their use in asymmetric synthesis is well established. Recently, sulfoximines have been recognized as an interesting new class of

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Delta-Hydroxy-alpha,beta-unsaturated carbonyl compounds were prepared in one step via the vinylogous Mukaiyama aldol reactions with O,O-silyl ketene acetals to obtain gamma-alkylated product in high enantioselectivities.