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Synthesis of a Stable Iminium Salt and Propellane Derivatives.

  作者 Nagase, Hiroshi;Yamamoto, Naoshi;Nemoto, Toru;Yoza, Kenji;Kamiya, Kenshu;Hirono, Shuichi;Momen, Shinobu;Izumimoto, Naoki;Hasebe, Ko;Mochizuki, Hidenori;Fujii, Hideaki;  
  选自 期刊  Journal of Organic Chemistry;  卷期  2008年73-20;  页码  8093-8096  
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[摘要]The treatment of morphinans I (R = Me, Et, i-Bu, cyclopropylmethyl, allyl) with NaH and MsCl provided very stable iminium salts II possessing propellane skeleton. One of the synthesized iminium salts, II (R = i-Bu), was crystd. and its structure was detd. by X-ray crystallog. The natural bond orbital anal. suggested that the stability of the iminium should result from the stereoelectronic effect (hyperconjugation) attributed to their own structures.

 
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