Syntheses of (−)-8-EPI-Swainsonine and (−)-1,8-DI-FPI-Swainsonine, Stereoisomers of Indolizidine Alkaloid, Swainsonine
Author:
Affiliation:
1. a Department of Applied Chemistry, Faculty of Science and Technology , Keio University , Hiyoshi, Kohoku-ku, Yokohama , 223 , Japan
Publisher
Informa UK Limited
Subject
Organic Chemistry,Biochemistry
Link
https://www.tandfonline.com/doi/pdf/10.1080/07328308608082650
Reference12 articles.
1. TOTAL SYNTHESIS OF (−)-SWAINSONINE, AN α-MANNOSIDASE INHIBITOR ISOLATED FROMSWAINSONA CANESCENS
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3. 318. Nitrogen-containing carbohydrate derivatives. Part VI. Synthesis and reactions of some 3-amino-3-deoxyaldohexoses and their derivatives
4. Only the E geometric isomer was formed under the Horner-Enmons olefination employed.
5. This spectral phenomenon is explained by the existence of bothendoexostereoisomers on the tri-substituted nitrogen atom.
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1. Synthesis of polyhydroxylated indolizidines and piperidines from Garner's aldehyde: total synthesis of (−)-swainsonine, (+)-1,2-di-epi-swainsonine, (+)-8,8a-di-epi-castanospermine, pentahydroxy indolizidines, (−)-1-deoxynojirimycin, (−)-1-deoxy-altro-nojirimycin, and related diversity;Tetrahedron;2014-02
2. Synthesis of (−)-Swainsonine and (−)-8-epi-Swainsonine by the Addition of Allenylmetals to Chiral α,β-Alkoxy Sulfinylimines;Organic Letters;2011-11-14
3. Synthetic Methods for the Stereoisomers of Swainsonine and its Analogues;Tetrahedron;2000-10
4. Hydroxylated Indolizidines and their Synthesis;Stereoselective Synthesis;1993
5. Chemistry of Biologically Important Hydroxylated Indolizidines Synthesis of Swainsonine, Castanospermine and Slaframine;Recent Progress in the Chemical Synthesis of Antibiotics and Related Microbial Products Vol. 2;1993
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