Efficient asymmetric syntheses of alkaloids and medicinally relevant molecules based on heterocyclic chiral building blocks

Author:

Wang Ai-E1,Huang Pei-Qiang1

Affiliation:

1. 1Department of Chemistry and Fujian Provincial Key Laboratory for Chemical Biology, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen, Fujian 361005, China

Abstract

AbstractIn this report, we present recent progress in synthetic methodologies based on three heterocyclic chiral building blocks developed from our laboratories. The potential of these chiral building block-based methods in the concise asymmetric synthesis of alkaloids and medicinally interesting molecules has been demonstrated by the total syntheses of 8-aza-prostaglandin E1, 11-hydroxylated analogues of the lead compounds CP-734432 and PF-04475270, (+)-castanospermine, (+)-1-epi-castanospermine, 7-deoxy-6-epi-castanospermine as well as 9-epi-sessilifoliamide J.

Publisher

Walter de Gruyter GmbH

Subject

General Chemical Engineering,General Chemistry

Reference8 articles.

1. For selected reviews see Synthetic Studies on Biologically Active Alkaloids Starting from Lactam - Type Chiral Build ing Blocks in Studies in Natural Products Chemistry Amsterdam;Amat;Synlett Eur Org Chem Chem Eur J vol Drug Discov Develop Tetrahedron Chem Soc Rev Xi Synlett,2011

2. For two reviews see;Heightman;Chem Int Ed Biochem Soc Trans,1999

3. For a previous study see;Huang;Org Lett,2003

4. For a recent review see;Casiraghi;Chem Rev,2000

5. Pyridine and piperidine alkaloids An update in Chemical and Biochemical Perspectives;Schneider;Alkaloids vol pp Science Nat Prod Rep,1996

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