School of Chemistry, Monash University , Clayton 3800, Victoria, Australia.
Org Lett. 2017 Sep 1;19(17):4456-4459. doi: 10.1021/acs.orglett.7b01981. Epub 2017 Aug 16.
An enantioselective NHC (N-heterocyclic carbene) catalyzed synthesis of indenes from bifunctional α,β-unsaturated acyl fluorides and TMS enol ethers has been discovered. The reaction has broad generality (31 examples) and proceeds with high levels of enantioselectivity (most >92:8 er). Mechanistically the reaction likely occurs via a Michael/β-lactonization/decarboxylation sequence. Derivatization studies and limitations are discussed.
一种对映选择性 NHC（N-杂环卡宾）催化的从双官能基 α,β-不饱和酰基氟化物和 TMS 烯醇醚合成茚的方法已经被发现。该反应具有广泛的通用性（31 个例子），并具有高的对映选择性（大多数 >92:8 er）。反应机理可能是通过迈克尔加成/β-内酰胺化/脱羧反应序列进行的。讨论了衍生化研究和限制。
