- Heck reactions of amino acid building blocks: Application to the synthesis of pyrrololine analogues
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Heck reactions of unsaturated amino acid building blocks are described which allow access to homo- and bis-homophenylalanine derivatives and to γ,δ-unsaturated amino acids. Preliminary synthetic studies utilising this chemistry for the preparation of pyrr
- Collier, Philip N.,Patel, Ian,Taylor, Richard J.K.
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p. 3401 - 3405
(2007/10/03)
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- Synthesis of unnatural amino acids via suzuki cross-coupling of enantiopure vinyloxazolidine derivatives
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(R and S)-α-Amino alcohols and α-amino acids, including 4-methoxyhomophenylalanine, with a variety of unnatural side chains have been synthesized via palladium-catalyzed cross-coupling Suzuki reactions. The key building blocks 1 and 2, synthesized from the common achiral precursor 2-butene-1,4-diol, were made enantiopure utilizing a Pseudomonas cepacia lipase-catalyzed kinetic resolution. The optimal conditions for the Suzuki cross-coupling and the subsequent oxidations of the resultant α-amino alcohols are described.
- Sabat, Mark,Johnson, Carl R.
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p. 1089 - 1091
(2007/10/03)
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- A flexible synthesis of azasugars and homoazasugars via olefin metathesis
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A flexible synthesis of azasugars and homoazasugars from vinyl glycine methyl ester is described. The syntheses, which are based on ring closing olefin metathesis steps and stereocontrolled functionalizations of the formed double bonds, offer a broad vari
- Huwe, Christoph M.,Blechert, Siegfried
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- SYNTHESIS OF THE SERINE EQUIVALENT, (2R) AND (2S)-AMINO-3-BUTENOL DERIVATIVES. SYNTHETIC APPROACHES TO THE METAL CHELATING POLY-AMINO ACID, "ASPERGILLOMARASMINE A"
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Chiral synthons, equivalent to the C3 amino acid serine, were synthesized in both (2R) and (2S) form from D or L-methionine respectively; Utilization of this synthon in the construction of metal chelating poly-amino acid aspergillomarasmine A skeleton is presented.
- Ohfune, Yasufumi,Kurokawa, Natsuko
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p. 1071 - 1074
(2007/10/02)
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