An enantioselective synthesis of (+)-polyoxamic acid via phase-transfer catalytic conjugate addtion and asymmetric dihydroxylation
DC Field | Value | Language |
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dc.contributor.author | 이연주 | - |
dc.contributor.author | 주상섭 | - |
dc.contributor.author | 박형근 | - |
dc.date.accessioned | 2020-07-16T12:30:19Z | - |
dc.date.available | 2020-07-16T12:30:19Z | - |
dc.date.created | 2020-02-11 | - |
dc.date.issued | 2012-06-26 | - |
dc.identifier.uri | https://sciwatch.kiost.ac.kr/handle/2020.kiost/27625 | - |
dc.description.abstract | A new efficient stereoselective synthesis of (+)-polyoxamic acid, the major component of the polyoxin family of antifungal antibiotics, is reported. Starting from a commercially available glycine derived Schiff base, (+)-polyoxamic acid was obtained in 46% overall yield after 7 linear steps. Enantioselective phase-transfer catalytic Michael reaction (99% yield, 96% ee) and diastereoselctvie dihydroxylation (98% yield, 94% de) are very efficient key reactions. In both, cinchona derivatives were used as stereoselectivity control element, which make this synthesis more practical. was obtained in 46% overall yield after 7 linear steps. Enantioselective phase-transfer catalytic Michael reaction (99% yield, 96% ee) and diastereoselctvie dihydroxylation (98% yield, 94% de) are very efficient key reactions. In both, cinchona derivatives were used as stereoselectivity control element, which make this synthesis more practical. | - |
dc.description.uri | 1 | - |
dc.language | English | - |
dc.publisher | elsevier | - |
dc.relation.isPartOf | 13th tetrahedron symposium | - |
dc.title | An enantioselective synthesis of (+)-polyoxamic acid via phase-transfer catalytic conjugate addtion and asymmetric dihydroxylation | - |
dc.type | Conference | - |
dc.citation.conferencePlace | NE | - |
dc.citation.endPage | 72 | - |
dc.citation.startPage | 72 | - |
dc.citation.title | 13th tetrahedron symposium | - |
dc.contributor.alternativeName | 이연주 | - |
dc.identifier.bibliographicCitation | 13th tetrahedron symposium, pp.72 | - |
dc.description.journalClass | 1 | - |