Polyhydroxylated indolizidine alkaloids-synthesis of dideoxycastanospermine
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منابع مشابه
Synthesis of some polyhydroxylated pyrrolidine derivatives.
Polyhydroxylated pyrrolidine, piperidine, and indolizidine alkaloids are of great interest because of their specific glycosidase inhibitory activity." Moreover, it has recently been found in our laboratories that swainsonine (1), a representative of the polyhydroxylated indolizidine alkaloids, has an immunostimulating activity, possibly as a result of its glycosidase inhibitory activity.21 This...
متن کاملPolyhydroxylated indolizidine alkaloids—an efficient synthesis of 1-deoxy-8,8a-di-epi-castanospermine
A new and efficient enantioselective total synthesis of the title deoxycastanospermine derivative has been developed, based on amino acid and b-ketophosphonate chemistry, as well as employment of internal asymmetric induction for the creation of the new chiral centers proved successful. With proper choice of reaction conditions, the approach can also be applied in selective preparation of sever...
متن کاملPolyhydroxylated indolizidine alkaloidsdsynthesis of dideoxycastanospermine
Powered by TCPDF (www.tcpdf.org) This material is protected by copyright and other intellectual property rights, and duplication or sale of all or part of any of the repository collections is not permitted, except that material may be duplicated by you for your research use or educational purposes in electronic or print form. You must obtain permission for any other use. Electronic or print cop...
متن کاملAsymmetric syntheses of 1-deoxy-6,8a-di-epi-castanospermine and 1-deoxy-6-epi-castanospermine.
Asymmetric syntheses of both 1-deoxy-6,8a-di-epi-castanospermine and 1-deoxy-6-epi-castanospermine, polyhydroxylated indolizidine alkaloids that act as selective glycosidase inhibitors, have been accomplished in seven steps. The key feature of our unique syntheses includes the stereoselective introduction of the C-3 and C-4 hydroxyl groups utilizing the aza-Claisen rearrangement-induced ring ex...
متن کاملRuthenium-NHC-catalyzed asymmetric hydrogenation of indolizines: access to indolizidine alkaloids.
Indolizidine alkaloids constitute a very important class of natural products. These metabolites derived from lysine can be isolated from diverse sources, like fungi, bacteria, higher plants, invertebrates, and vertebrates. Their core structure is characterized by fused sixand five-membered rings, with a bridgehead nitrogen atom, and is found in 25–30% of all naturally occurring alkaloids. The m...
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تاریخ انتشار 2017