Molecules 1998, 3(1), 26-30; doi:10.3390/30100026
Communication

Nucleophilic Additions of 2-Furyllithium to Carbonyl Derivatives of L-Serine. Formal Synthesis of (2R,3R)-β-Hydroxy Aspartic Acid

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Received: 1 October 1997; Accepted: 15 January 1998 / Published: 25 January 1998
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
Abstract: The nucleophilic addition of 2-furyllithium to esters derived from L-serine is described. The obtained furyl ketone 5 is stereoselectively reduced (ds≥95%) with sodium borohydride to afford the corresponding syn aminoalcohol 12 in enantiomerically pure form. Compound 12 was further converted into valuable α-hydroxy-β-amino acids by means of the furan-to-acid equivalence.
Keywords: L-Serine; Furan; Furylketones; Hydroxyaminoacids; Aspartic Acid
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MDPI and ACS Style

Merino, P.; Franco, S.; Merchan, F.L.; Tejero, T. Nucleophilic Additions of 2-Furyllithium to Carbonyl Derivatives of L-Serine. Formal Synthesis of (2R,3R)-β-Hydroxy Aspartic Acid. Molecules 1998, 3, 26-30.

AMA Style

Merino P, Franco S, Merchan FL, Tejero T. Nucleophilic Additions of 2-Furyllithium to Carbonyl Derivatives of L-Serine. Formal Synthesis of (2R,3R)-β-Hydroxy Aspartic Acid. Molecules. 1998; 3(1):26-30.

Chicago/Turabian Style

Merino, P.; Franco, S.; Merchan, F. L.; Tejero, T. 1998. "Nucleophilic Additions of 2-Furyllithium to Carbonyl Derivatives of L-Serine. Formal Synthesis of (2R,3R)-β-Hydroxy Aspartic Acid." Molecules 3, no. 1: 26-30.


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