Department of Chemistry, Chemistry Research Laboratory, University of Oxford , Mansfield Road, Oxford OX1 3TA, U.K.
Org Lett. 2014 Feb 7;16(3):856-9. doi: 10.1021/ol403626k. Epub 2014 Jan 10.
s-BuLi-induced α-lithiation-elimination of LiOMe from N-Boc-3-methoxyazetidine and further in situ α-lithiation generates N-Boc-2-lithio-2-azetine which can be trapped with electrophiles, either directly (carbonyl or heteroatom electrophiles) or after transmetalation to copper (allowing allylations and propargylations), providing a concise access to 2-substituted 2-azetines.
s-BuLi 诱导 LiOMe 从 Boc-3-甲氧基氮杂环丁烷中发生 α-锂化消除反应，进一步原位 α-锂化生成 Boc-2-锂代-2-氮杂环丁烷，后者可以与亲电试剂直接（羰基或杂原子亲电试剂）或经转金属化至铜（允许烯丙基化和炔丙基化）捕获，为 2-取代 2-氮杂环丁烷提供了简洁的合成途径。
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