Literature DB >> 14575516

Synthesis of cyclic and acyclic beta-amino acids via chelation-controlled 1,3-dipolar cycloaddition.

Roger Hanselmann1, Jiacheng Zhou, Philip Ma, Pat N Confalone.   

Abstract

Isoxazolidines have been synthesized in diastereomeric excess up to 94% via a MgBr2-induced chelation-controlled 1,3-dipolar cycloaddition reaction with N-hydroxyphenylglycinol as a chiral auxiliary. The diastereomerically pure isoxazolidines were further transformed into cyclic and acyclic beta-amino acid derivatives.

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Year:  2003        PMID: 14575516     DOI: 10.1021/jo034940o

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  3 in total

1.  Improved protocol for asymmetric, intramolecular heteroatom Michael addition using organocatalysis: enantioselective syntheses of homoproline, pelletierine, and homopipecolic acid.

Authors:  Erik C Carlson; Lauren K Rathbone; Hua Yang; Nathan D Collett; Rich G Carter
Journal:  J Org Chem       Date:  2008-06-05       Impact factor: 4.354

2.  N-[(Z)-4-Meth-oxy-benzyl-idene](meth-oxy-carbon-yl)methanamine oxide.

Authors:  Zeynep Keleşoğlu; Zeynep Gültekin; Orhan Büyükgüngör
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2010-08-18

3.  Crystal structure of 2-isopropyl-5,7'-dimethyl-1',3',3a',6',8a',8b'-hexa-hydro-spiro-[cyclo-hexane-1,6'-furo[3,4-d]imidazo[1,5-b]isoxazol]-8'(7'H)-one.

Authors:  Heithem Abda; Khaireddine Ezzayani; Kaiss Aouadi; Taha Guerfel; Sebastien Vidal; Moncef Msaddek
Journal:  Acta Crystallogr E Crystallogr Commun       Date:  2016-07-19
  3 in total

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