منابع مشابه
Chemoenzymatic methods in the asymmetric synthesis of α-diazosulfoxides
Asymmetric synthesis of the sulfide lactones 12 and 13 in excellent enantiopurity is achieved by reduction of cyclohexanone derivative 10 using baker’s yeast, followed by acid catalysed cyclisation. The outcome of the yeast reduction is very sensitive to the reaction conditions employed. Transformation of 12 to the α-diazosulfoxide 4 (≥98%ee) and rhodium acetate catalysed decomposition of this ...
متن کاملAsymmetric Synthesis of α-Allyl-α-Aryl α-Amino Acids by Tandem Alkylation/π-Allylation of α-Iminoesters
The first asymmetric synthesis of α-allyl-α-aryl α-amino acids by means of a three-component coupling of α-iminoesters, Grignard reagents, and cinnamyl acetate is reported. Notably, the enolate from the tandem process provides a much higher level of reactivity and selectivity than the same enolate generated via direct deprotonation, presumably due to differences in the solvation/aggregation sta...
متن کاملAsymmetric Michael addition of α-fluoro-α-nitro esters to nitroolefins: towards synthesis of α-fluoro-α-substituted amino acids.
α-Fluoro-α-nitro esters were used as reaction partners in Michael addition to nitroalkenes, and the products were obtained in excellent chemical yields and with high enantioselectivities. Moreover, α-fluoro-α-amino ester with a quaternary α-carbon was prepared for the first time.
متن کاملα-Vinylic amino acids: occurrence, asymmetric synthesis, and biochemical mechanisms
This report presents an overview of the family of naturally occurring “vinylic” amino acids, namely those that feature a C–C double bond directly attached to the α-carbon, along the side chain. Strategies that have been brought to bear on the stereocontrolled synthesis of these olefi nic amino acids are surveyed. The mechanistic diversity by which such “vinylic triggers” can be actuated in a PL...
متن کاملCatalytic Asymmetric Synthesis of Tertiary Alkyl Fluorides: Negishi Cross-Couplings of Racemic α,α-Dihaloketones
The development of new approaches to the construction of fluorine-containing target molecules is important for a variety of scientific disciplines, including medicinal chemistry. In this Article, we describe a method for the catalytic enantioselective synthesis of tertiary alkyl fluorides through Negishi reactions of racemic α-halo-α-fluoroketones, which represents the first catalytic asymmetri...
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ژورنال
عنوان ژورنال: European Journal of Organic Chemistry
سال: 2009
ISSN: 1434-193X,1099-0690
DOI: 10.1002/ejoc.200900462