Catalytic asymmetric construction of spiropyrrolidines via 1,3-dipolar cycloaddition of azomethine ylides
Spirocyclic pyrrolidines are structural motifs frequently found in a wide variety of natural products, pharmaceuticals and biologically significant compounds. In the past few years, catalytic asymmetric 1,3-dipolar cycloaddition reactions of azomethine ylides have shown to be one of the most straigh...
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Veröffentlicht in: | Organic & biomolecular chemistry 2018, Vol.16 (15), p.2591-2601 |
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creator | Fang, Xin Wang, Chun-Jiang |
description | Spirocyclic pyrrolidines are structural motifs frequently found in a wide variety of natural products, pharmaceuticals and biologically significant compounds. In the past few years, catalytic asymmetric 1,3-dipolar cycloaddition reactions of azomethine ylides have shown to be one of the most straightforward methods for the stereoselective preparation of diverse biologically important spiropyrrolidine heterocycles in high yields with excellent enantioselectivities under mild reaction conditions. In this review, we will discuss the recent major developments in the catalytic enantioselective synthesis of chiral spiropyrrolidine derivatives since 2009. |
doi_str_mv | 10.1039/C7OB02686B |
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In the past few years, catalytic asymmetric 1,3-dipolar cycloaddition reactions of azomethine ylides have shown to be one of the most straightforward methods for the stereoselective preparation of diverse biologically important spiropyrrolidine heterocycles in high yields with excellent enantioselectivities under mild reaction conditions. 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In this review, we will discuss the recent major developments in the catalytic enantioselective synthesis of chiral spiropyrrolidine derivatives since 2009.</description><subject>Catalysis</subject><subject>Chemical synthesis</subject><subject>Cycloaddition</subject><subject>Enantiomers</subject><subject>Natural products</subject><issn>1477-0520</issn><issn>1477-0539</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2018</creationdate><recordtype>article</recordtype><recordid>eNpd0U1LxDAQBuAgiruuXvwBUvAiYjVpPpoc3eIXLOxFzyVNE8zSNjVphfrrjey6gqeZwzMvwwwA5wjeIojFXZGvlzBjnC0PwByRPE8hxeJw32dwBk5C2ECIRM7IMZhlgjIoOJwDW8hBNtNgVSLD1LZ68LFVrguDH9VgXZc4k4TeetdP3rvG1rbTIfm0MkE3OK1t7xrpEzWpxsm6tr8j8svFsPeIkykO6XAKjoxsgj7b1QV4e3x4LZ7T1frppbhfpQpzNKRUCCI5VyJXldHYSMorQ0TFJVMqU7WipqoZ0aZCrM4qbhTDSGPJqNGGEokX4Gqb23v3MeowlK0NSjeN7LQbQ5lBxCiBhNNIL__RjRt9F7eLKssRYRyzqK63SnkXgtem7L1tpZ9KBMufB5R_D4j4Yhc5Vq2u9_T34vgbQbmDAQ</recordid><startdate>2018</startdate><enddate>2018</enddate><creator>Fang, Xin</creator><creator>Wang, Chun-Jiang</creator><general>Royal Society of Chemistry</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7QO</scope><scope>7T7</scope><scope>7TM</scope><scope>8FD</scope><scope>C1K</scope><scope>FR3</scope><scope>P64</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0003-3629-6889</orcidid></search><sort><creationdate>2018</creationdate><title>Catalytic asymmetric construction of spiropyrrolidines via 1,3-dipolar cycloaddition of azomethine ylides</title><author>Fang, Xin ; Wang, Chun-Jiang</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c381t-5994a88c97cbfe3fa58bf49b8a6cc2cdc5fbd64efb16d2b8fc631e3a65fef54a3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2018</creationdate><topic>Catalysis</topic><topic>Chemical synthesis</topic><topic>Cycloaddition</topic><topic>Enantiomers</topic><topic>Natural products</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Fang, Xin</creatorcontrib><creatorcontrib>Wang, Chun-Jiang</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>Biotechnology Research Abstracts</collection><collection>Industrial and Applied Microbiology Abstracts (Microbiology A)</collection><collection>Nucleic Acids Abstracts</collection><collection>Technology Research Database</collection><collection>Environmental Sciences and Pollution Management</collection><collection>Engineering Research Database</collection><collection>Biotechnology and BioEngineering Abstracts</collection><collection>MEDLINE - Academic</collection><jtitle>Organic & biomolecular chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Fang, Xin</au><au>Wang, Chun-Jiang</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Catalytic asymmetric construction of spiropyrrolidines via 1,3-dipolar cycloaddition of azomethine ylides</atitle><jtitle>Organic & biomolecular chemistry</jtitle><addtitle>Org Biomol Chem</addtitle><date>2018</date><risdate>2018</risdate><volume>16</volume><issue>15</issue><spage>2591</spage><epage>2601</epage><pages>2591-2601</pages><issn>1477-0520</issn><eissn>1477-0539</eissn><abstract>Spirocyclic pyrrolidines are structural motifs frequently found in a wide variety of natural products, pharmaceuticals and biologically significant compounds. 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source | Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection |
subjects | Catalysis Chemical synthesis Cycloaddition Enantiomers Natural products |
title | Catalytic asymmetric construction of spiropyrrolidines via 1,3-dipolar cycloaddition of azomethine ylides |
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