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82116 |
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|a Morten, Christopher J.
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|a Massachusetts Institute of Technology. Department of Chemistry
|e contributor
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|a Morten, Christopher J.
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|a Jamison, Timothy F.
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|a Jamison, Timothy F.
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|a Water Overcomes Methyl Group Directing Effects in Epoxide-Opening Cascades
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|b American Chemical Society (ACS),
|c 2013-11-15T15:12:16Z.
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|z Get fulltext
|u http://hdl.handle.net/1721.1/82116
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|a Water is an effective promoter of the endo-selective opening of trisubstituted epoxides, enabling related cascades leading to a variety of substituted ladder polyether structures. When used in conjunction with a tetrahydropyran-templated nucleophile, water can overcome the powerful electronic directing effect of a methyl substituent at either site of the epoxide, making water a uniquely versatile medium and promoter of epoxide opening.
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|a Massachusetts Institute of Technology. Dept. of Chemistry (George Buchi Graduate Fellowship)
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|a en_US
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|a Article
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|t Journal of the American Chemical Society
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