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Convenient route for the preparation of C2-symmetric (+)-(2R,3R)- and (-)-(2S,3S)-2,3-diphenylaziridine (1998)

Reyes, Adelfo ; Juaristi, Eusebio

New York, NY [u.a.] : Wiley-Blackwell

Chirality 10 (1998), S. 95-99

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ISSN: 0899-0042

Schlagwort(e): β-amino alcohols ; enantiopure ; chiral ligands ; regioselective ; stereoselective ; Chemistry ; Organic Chemistry

Quelle: Wiley InterScience Backfile Collection 1832-2000

Thema: Chemie und Pharmazie

Notizen: Both enantiomers of the important chiral β-amino alcohols erythro-2-amino-1,2-diphenylethanol were obtained via the separation of diastereoisomeric N-chlorinated derivatives of racemic trans-stilbene oxide and (S)-α-methylbenzylamine. The incorporation of chlorine in these precursors facilitated both the separation of diastereoisomers and the removal of the α-methylbenzyl chiral adjuvant. Each enantiopure β-amino alcohol was converted (Mitsunobu conditions) into the corresponding trans-2,3-diphenylaziridine in good overall yield. Chirality 10:95-99, 1998. © 1998 Wiley-Liss, Inc.

Zusätzliches Material: 6 Ill.

Materialart: Digitale Medien

URL: http://dx.doi.org/10.1002/chir.16

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