Beijing National Laboratory of Molecular Sciences (BNLMS), Key Laboratory of Bioorganic Chemistry and Molecular Engineering, College of Chemistry, Peking University, Beijing 100871, China.
Org Lett. 2010 Jun 4;12(11):2528-31. doi: 10.1021/ol100625e.
A novel Rh(I)-catalyzed [(3 + 2) + 1] cycloaddition, which can be regarded as a homologous Pauson-Khand reaction, was developed to synthesize bicyclic cyclohexenones and cyclohexanones, enabling a new approach for synthesis of six-membered carbocycles ubiquitously found in natural products and pharmaceutics. The significance of the Rh-catalyzed [(3 + 2) + 1] cycloaddition has been demonstrated by the total synthesis of a furanoid sesquiterpene natural product, alpha-agarofuran, in which the bicyclic skeleton was constructed by the [(3 + 2) + 1] reaction of 1-yne-VCP and CO.
一种新型的 Rh(I)-催化的 [(3 + 2) + 1] 环加成反应，可视为同源的 Pauson-Khand 反应，被开发用于合成双环环己烯酮和环己酮，为广泛存在于天然产物和药物中的六元碳环的合成提供了一种新方法。Rh 催化的 [(3 + 2) + 1] 环加成的意义在于通过呋喃型倍半萜天然产物 alpha-agarofuran 的全合成得到了证明，其中双环骨架是通过 1-炔-VCP 和 CO 的 [(3 + 2) + 1] 反应构建的。
