New chloramphenicol Schiff base ligands for the titanium-mediated asymmetric aldol reaction of α,β-unsaturated aldehydes with diketene: a short synthesis of atorvastatin calcium
Several novel chiral Schiff base ligands were prepared from a commercially available chloramphenicol base and applied to the titanium-mediated asymmetric aldol reaction of diketene with various α,β-unsaturated aldehydes. This reaction proceeded in good yield with high enantioselectivity. The synthet...
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Veröffentlicht in: | RSC advances 2016-01, Vol.6 (79), p.7547-75477 |
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creator | Wang, Haifeng Yan, Linjie Xiong, Fangjun Wu, Yan Chen, Fener |
description | Several novel chiral Schiff base ligands were prepared from a commercially available chloramphenicol base and applied to the titanium-mediated asymmetric aldol reaction of diketene with various α,β-unsaturated aldehydes. This reaction proceeded in good yield with high enantioselectivity. The synthetic utility of this methodology was demonstrated in the short synthesis of atorvastatin calcium.
Several novel chiral Schiff base ligands were prepared from a commercially available chloramphenicol base and applied to the titanium-mediated asymmetric aldol reaction of diketene with various α,β-unsaturated aldehydes. |
doi_str_mv | 10.1039/c6ra15304f |
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Several novel chiral Schiff base ligands were prepared from a commercially available chloramphenicol base and applied to the titanium-mediated asymmetric aldol reaction of diketene with various α,β-unsaturated aldehydes.</description><subject>Aldehydes</subject><subject>Asymmetry</subject><subject>Calcium</subject><subject>Ligands</subject><subject>Schiff bases</subject><subject>Synthesis</subject><subject>Titanium</subject><subject>Utilities</subject><issn>2046-2069</issn><issn>2046-2069</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2016</creationdate><recordtype>article</recordtype><recordid>eNpNkU9v1DAQxaMKpFZtL9yRfKwqAraTONneqlULlSqQ-ucczdpjYnDsrceh2o8F_R79TM2yCJjLzOH35unpFcUbwd8LXi0-aJVANBWv7V5xIHmtSsnV4tV_935xTPSNz6MaIZU4KJ4-4yPTg48JxvWAweno2a0enLVsBYTMu68QDDEbE8sDsuwyBDeN5YjGQUbDgDbjiDk5zcCbWZ4QdHYxsGjZ8893z7_KKRDkKe1wb3DYGCT26PLAjPuOGQOeMWA0xJQZbcJsRI62esgx_QDKkF1gGryerY-K1xY84fGffVjcX17cLT-V118-Xi3Pr0stO5VLaIWsW2P4YiVQWSOaWlneGl1bgXKOjxasrKVSIBu-UkJ21QJWTWtajVJW1WFxsvu7TvFhQsr96Eij9xAwTtSLrqsF7yq1RU93qE6RKKHt18mNkDa94P22nH6pbs5_l3M5w293cCL9l_tXXvUCU8iRdw</recordid><startdate>20160101</startdate><enddate>20160101</enddate><creator>Wang, Haifeng</creator><creator>Yan, Linjie</creator><creator>Xiong, Fangjun</creator><creator>Wu, Yan</creator><creator>Chen, Fener</creator><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope></search><sort><creationdate>20160101</creationdate><title>New chloramphenicol Schiff base ligands for the titanium-mediated asymmetric aldol reaction of α,β-unsaturated aldehydes with diketene: a short synthesis of atorvastatin calcium</title><author>Wang, Haifeng ; Yan, Linjie ; Xiong, Fangjun ; Wu, Yan ; Chen, Fener</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c286t-a71247dd09b1e6fd1546f07dc4f1e2126efaf24266a250b612839ab57d7ce2233</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2016</creationdate><topic>Aldehydes</topic><topic>Asymmetry</topic><topic>Calcium</topic><topic>Ligands</topic><topic>Schiff bases</topic><topic>Synthesis</topic><topic>Titanium</topic><topic>Utilities</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Wang, Haifeng</creatorcontrib><creatorcontrib>Yan, Linjie</creatorcontrib><creatorcontrib>Xiong, Fangjun</creatorcontrib><creatorcontrib>Wu, Yan</creatorcontrib><creatorcontrib>Chen, Fener</creatorcontrib><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><jtitle>RSC advances</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Wang, Haifeng</au><au>Yan, Linjie</au><au>Xiong, Fangjun</au><au>Wu, Yan</au><au>Chen, Fener</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>New chloramphenicol Schiff base ligands for the titanium-mediated asymmetric aldol reaction of α,β-unsaturated aldehydes with diketene: a short synthesis of atorvastatin calcium</atitle><jtitle>RSC advances</jtitle><date>2016-01-01</date><risdate>2016</risdate><volume>6</volume><issue>79</issue><spage>7547</spage><epage>75477</epage><pages>7547-75477</pages><issn>2046-2069</issn><eissn>2046-2069</eissn><abstract>Several novel chiral Schiff base ligands were prepared from a commercially available chloramphenicol base and applied to the titanium-mediated asymmetric aldol reaction of diketene with various α,β-unsaturated aldehydes. This reaction proceeded in good yield with high enantioselectivity. The synthetic utility of this methodology was demonstrated in the short synthesis of atorvastatin calcium.
Several novel chiral Schiff base ligands were prepared from a commercially available chloramphenicol base and applied to the titanium-mediated asymmetric aldol reaction of diketene with various α,β-unsaturated aldehydes.</abstract><doi>10.1039/c6ra15304f</doi><tpages>8</tpages></addata></record> |
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source | Royal Society Of Chemistry Journals 2008- |
subjects | Aldehydes Asymmetry Calcium Ligands Schiff bases Synthesis Titanium Utilities |
title | New chloramphenicol Schiff base ligands for the titanium-mediated asymmetric aldol reaction of α,β-unsaturated aldehydes with diketene: a short synthesis of atorvastatin calcium |
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