α-锂化苯四氢呋喃的封闭通道：通过母体氧杂环的直接锂化进行官能化。
Gated access to α-lithiated phenyltetrahydrofuran: functionalisation via direct lithiation of the parent oxygen heterocycle.
机构信息
Dipartimento di Farmacia - Scienze del Farmaco, Università di Bari "Aldo Moro", Consorzio C.I.N.M.P.I.S, via E. Orabona 4, I-70125 Bari, Italy.
出版信息
Chem Commun (Camb). 2013 Oct 3;49(86):10160-2. doi: 10.1039/c3cc45499a.
PMID:24051990
Abstract
Cycloreversion of α-lithiated phenyltetrahydrofuran was successfully tamed at -78 °C in a non-coordinating solvent in the presence of TMEDA. This anion showed excellent nucleophilicity and could be intercepted with a variety of structurally different electrophiles to give 2,2-disubstituted derivatives which can be further elaborated to γ-butyrolactones.
摘要
在非配位溶剂中，TMEDA 的存在下，成功地在-78°C 下驯服了α-锂化的苯基四氢呋喃的环反转。这种阴离子具有优异的亲核性，可以与各种结构不同的亲电试剂进行拦截，得到 2,2-二取代衍生物，这些衍生物可以进一步转化为γ-丁内酯。
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