Synthesis of Optically Active Vomifoliol and Roseoside Stereoisomers

A synthesis of optically active vomifoliol stereoisomers 1—4 and their glucosides, roseoside stereoisomers 5—8, was accomplished via α-acetylenic alcohol 11a or 11b effectively prepared by an asymmetric transfer hydrogenation of α,β-acetylenic ketone 10. Simultaneous separation of these stereoisomer...

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Veröffentlicht in:	Chemical & Pharmaceutical Bulletin 2005, Vol.53(5), pp.541-546
Hauptverfasser:	Yamano, Yumiko, Ito, Masayoshi
Format:	Artikel
Sprache:	eng
Schlagworte:	Cyclohexanones - analysis Cyclohexanones - chemical synthesis Glucosides - analysis Glucosides - chemical synthesis HPLC separation Norisoprenoids - analysis Norisoprenoids - chemical synthesis Optical Rotation optically active roseoside optically active vomifoliol Stereoisomerism β-D-glucopyranoside
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Beschreibung
Zusammenfassung:	A synthesis of optically active vomifoliol stereoisomers 1—4 and their glucosides, roseoside stereoisomers 5—8, was accomplished via α-acetylenic alcohol 11a or 11b effectively prepared by an asymmetric transfer hydrogenation of α,β-acetylenic ketone 10. Simultaneous separation of these stereoisomers by HPLC was also perfomed.
ISSN:	0009-2363 1347-5223
DOI:	10.1248/cpb.53.541