Carroll Laurence, McCullough Samantha, Rees Tom, Claridge Timothy D W, Gouverneur Véronique
University of Oxford, Chemistry Research Laboratory, 12 Mansfield Road, Oxford, UK OX1 3TA.
Org Biomol Chem. 2008 May 21;6(10):1731-3. doi: 10.1039/b803888k. Epub 2008 Apr 3.
The electrophilic fluorodesilylation of enantioenriched allenylsilanes proceeds with efficient transfer of chirality. The silylation-fluorination of propargylic alcohols occurs with overall retention of stereochemistry, a result consistent with a stereospecific anti S(E)2' mechanism for the fluorination step.
对映体富集的烯丙基硅烷的亲电氟脱硅反应在手性的有效转移下进行。炔丙醇的硅烷化-氟化反应在立体化学上总体保持不变,这一结果与氟化步骤的立体专一性反式S(E)2' 机理一致。