Stereoselective synthesis of carbocyclic ring systems by pinacol-terminated Prins cyclizations
作者:Timothy C Gahman、Larry E Overman
DOI:10.1016/s0040-4020(02)00658-0
日期:2002.8
Studies that expand the scope of the Prins-pinacol synthesis of carbocyclic ring systems are described. The construction of cyclopentacyclooctanones by ring-enlarging cyclopentane annulations of cycloheptanone precursors is broadly examined as is the synthesis of related bicyclic ketones containing larger rings. Prins-pinacol reactions of acyclic alkenyl acetals were examined to gain insight into intrinsic
描述了扩大碳环系统的Prins-频哪醇合成范围的研究。广泛地研究了通过环庚酮前体的环戊烷环的扩环来构建环戊环辛酮,以及相关的包含更大环的双环酮的合成。研究了无环烯基缩醛的Prins-频哪醇反应,以了解环扩大的环戊烷环化过程中固有的立体化学控制元素。本报告中描述的碳环结构的结果通过我们最近开发的用于描述四氢呋喃的Prins-频哪醇结构的机理分析得到了合理化。