Efficient Enantioselective Total Synthesis of arabino-Phytosphingosine

Efficient Enantioselective Total Synthesis of arabino-Phytosphingosine

Abstract Enantioselective total synthesis of ARABINO-phytosphingosine has been achieved in 8 steps employing Claisen rearrangement and Fleming-Tamao oxidation as key steps. Installation of all chiral centers present in ARABINO-phytosphingosine was achieved through the use of asymmetric catalysis. Th...

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Veröffentlicht in:Synlett 2005-09, Vol.2005 (14), p.2183-2186
Hauptverfasser: Jung, Doo Young, Kang, Sol, Chang, Suk Bok, Kim, Yong Hae
Format: Artikel
Sprache:eng
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Zusammenfassung:Abstract Enantioselective total synthesis of ARABINO-phytosphingosine has been achieved in 8 steps employing Claisen rearrangement and Fleming-Tamao oxidation as key steps. Installation of all chiral centers present in ARABINO-phytosphingosine was achieved through the use of asymmetric catalysis. This synthesis provides one of the most efficient routes to prepare 2-amino-1,3,4-triol moiety.
ISSN:0936-5214
1437-2096
DOI:10.1055/s-2005-872242