Stereoselective Synthesis of Oxa-Bowls by Nucleophilic Addition to Oxonium Ions: Observation of Nucleophile-Dependent Hydride Migration
DSpace at IIT Bombay
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Title |
Stereoselective Synthesis of Oxa-Bowls by Nucleophilic Addition to Oxonium Ions: Observation of Nucleophile-Dependent Hydride Migration
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Creator |
GHARPURE, SJ
PORWAL, SK |
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Subject |
Cage compounds
Polycycles Nucleophiles Ozonolysis Lewis acids Hydride transfer TETRAACETAL TETRAOXA-CAGES H BOND FUNCTIONALIZATION SOLID-STATE RADICAL CYCLIZATION CRYSTAL-STRUCTURE ACETAL GROUP ALKYLATION CHEMISTRY REARRANGEMENT ARCHITECTURE |
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Description |
A simple and reliable platform was developed for the synthesis of symmetrical oxa-bowls through the Lewis acid mediated etherification of dimethyl acetals. An intramolecular hydride transfer was observed with the use of electron-rich aryl nucleophiles, which also gave access to unsymmetrical oxa-bowls.
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Publisher |
WILEY-V C H VERLAG GMBH
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Date |
2014-10-16T13:46:08Z
2014-10-16T13:46:08Z 2013 |
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Type |
Article
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Identifier |
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2013(32)7277-7281
1434-193X 1099-0690 http://dx.doi.org/10.1002/ejoc.201301052 http://dspace.library.iitb.ac.in/jspui/handle/100/15701 |
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Language |
en
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