Synthesis of orthogonally protected azepane β-amino ester enantiomers

Tetrahedron Letters

Volumn 51, Issue 1, 2010, Pages 82-85

  Kazi, Brigitta ^a   Kiss, Loránd ^a   Forró, Eniko ^a   Fülöp, Ferenc ^a,b  

^a UNIVERSITY OF SZEGED   (Hungary)

^b UNIVERSITY OF SZEGED   (Hungary)

Author keywords

Azepane; Cyclic amino acids; Dihydroxylation; Enzymatic resolution; Ring closure

Indexed keywords

CARBOXYLIC ACID DERIVATIVE; ESTER DERIVATIVE;

AMINATION; ARTICLE; DIHYDROXYLATION; ENANTIOMER; STEREOISOMERISM; SYNTHESIS;

EID: 70649091194     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2009.10.072     Document Type: Article

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48. ® OD 5 μm column (0.46 cm × 25 cm) [mobile phase: n-hexane/2-propanol (95/5); flow rate 0.5 mL/min; detection at 205 nm; retention time (min): 11.1 (antipode: 12.8)]. The ee values for (-)-7, (-)-14, and (+)-15 were determined by HPLC on a Chiral Pak IA 5 μm column (0.4 cm × 1 cm) {detection at 205 nm; [mobile phase: n-hexane/2-propanol (90/10); flow rate 0.5 mL/min; retention times (min) for (-)-7: 13.0 (antipode: 15.1); for (+)-15: 16.7 (antipode: 14.0)]; and [mobile phase: n-hexane/2-propanol (97/3); flow rate 0.3 mL/min; retention time (min) for (-)-14: 35.1 (antipode: 30.2)]}.
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