Please use this identifier to cite or link to this item: http://hdl.handle.net/11455/68828
標題: A C2-Symmetric Pool Based Flexible Strategy: An Enantioconvergent Synthesis of (+)-Valiolamine and (+)-Valienamine
作者: Lo, H.J.
Chen, C.Y.
Zheng, W.L.
Yeh, S.M.
Yan, T.H.
關鍵字: Amino pseudosugars
Chiral pool
Natural products
Cyclization
Inhibitors
ring-closing metathesis
enantiospecific syntheses
efficient synthesis
validoxylamine-g
(-)-quinic acid
valienamine
valiolamine
inhibitors
diastereomers
validamycin
期刊/報告no:: European Journal of Organic Chemistry, Issue 14, Page(s) 2780-2785.
摘要: A new enantioconvergent strategy directed toward the synthesis of glucosidase inhibitors was developed by using a C2-symmetric element within the chiral pool and by applying an iodine-promoted cyclization of an unsaturated carbonimidothioate for the regio- and diastereocontrolled installation of amino and hydroxy units. Not only does this simple flexible strategy provide a convergent concise approach to (+)-valiolamine (1), but it can also be readily adopted for the synthesis of (+)-valienamine (2). Commercially available and cheap C2-symmetric D-tartaric acid served as the chiral building block.
URI: http://hdl.handle.net/11455/68828
ISSN: 1434-193X
文章連結: http://dx.doi.org/10.1002/ejoc.201101845
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