Literature DB >> 15646971

Enantiocontrolled synthesis of alpha-methyl amino acids via Bn2N-alpha-methylserine-beta-lactone.

Nicole D Smith1, Aaron M Wohlrab, Murray Goodman.   

Abstract

[Reaction: see text] Enantiocontrolled synthesis of alpha-methyl amino acids proceeds via the regioselective organocuprate opening of Bn2N-alpha-methylserine-beta-lactone. From this chiral intermediate, a wide variety of alpha-methyl amino acids and building blocks were synthesized in excellent yields.

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Year:  2005        PMID： 15646971     DOI： 10.1021/ol047761h

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  3 in total

1.  Synthesis of pdCpAs and transfer RNAs activated with thiothreonine and derivatives.

Authors:  Shengxi Chen; Nour Eddine Fahmi; Ryan C Nangreave; Youcef Mehellou; Sidney M Hecht
Journal:  Bioorg Med Chem       Date:  2012-02-15       Impact factor: 3.641

2.  Synthesis of quaternary α-methyl α-amino acids by asymmetric alkylation of pseudoephenamine alaninamide pivaldimine.

Authors:  Cedric L Hugelshofer; Kevin T Mellem; Andrew G Myers
Journal:  Org Lett       Date:  2013-06-07       Impact factor: 6.005

3.  Lactonization as a general route to β-C(sp3)-H functionalization.

Authors:  Zhe Zhuang; Jin-Quan Yu
Journal:  Nature       Date:  2019-12-11       Impact factor: 49.962
  3 in total

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