Differential oxidation of endocyclic enecarbamates. Synthesis of cyclic β-hydroxy-α-amino acids

Tetrahedron Letters

Volumn 39, Issue 21, 1998, Pages 3413-3416

  Sugisaki, Claudia H ^a   Carroll, Patrick J ^b   Correia, Carlos Roque D ^a  

^a UNIVERSITY OF CAMPINAS   (Brazil)

^b UNIVERSITY OF PENNSYLVANIA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

1,3 DIOXANE DERIVATIVE; BETA HYDROXYPIPECOLIC ACID; CARBAMIC ACID DERIVATIVE; HYDROXYAMINO ACID; HYDROXYPROLINE; PIPECOLIC ACID DERIVATIVE; UNCLASSIFIED DRUG;

AMINO ACID SYNTHESIS; ARTICLE; CHEMICAL STRUCTURE; CYCLIZATION; ENANTIOMER; EPOXIDATION; OXIDATION; X RAY CRYSTALLOGRAPHY;

EID: 0032554991     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)00536-X     Document Type: Article

References (26)

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25. What actually happened in this episode was a misfortune. Rapoport prepared both diastereomers of β-hydroxypipecolic acid in enantiopure form (ref. L2b). However, for whatever reason, only the data concerning the trans (2R,3R) stereoisomer got included in the experimental section. It seems that since Rapoport's graphical representations were focused on the cis stereoisomers (page 1868, ref 12b), some authors mistakenly assumed that the reported data were for the cis stereoisomer.
26. 2O): 169.95, 63.40, 60.10, 43.44, 28.71, 15.38.