Synthesis, Properties, and Crystal Structure of Silyl Nitronates (Silyl Esters of <em>aci</em>-Nitroalkanes): Towards the <em>S<sub>N</sub></em>2 Reaction Path with Retention of Configuration at Silicon

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16

作者:

ErnestW.ColvinAlbertK.BeckBahramBastaniDieterSeebach

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摘要:

An efficient and flexible method for the preparation of silyl nitronates is described (see 1–10). NMR. spectral investigations indicate a rapid 1,3-silyl migration process, with an activation energy of about 10 kcal mol<sup>−1</sup>. X-ray crystallographic studies on the silyl nitronates 3 and 8 show structures that lean towards an S<sub>N</sub>2 retention pathway at silicon.

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DOI:

10.1002/hlca.19800630320

被引量:

476

年份:

1980

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来源期刊

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2010
被引量:44

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