Pujanauski Brian G, Bhanu Prasad B A, Sarpong Richmond
Department of Chemistry, University of California, Berkeley, CA 94720, USA.
J Am Chem Soc. 2006 May 31;128(21):6786-7. doi: 10.1021/ja061549m.
A Pt-catalyzed pentannulation of propargylic esters containing an epoxide moiety has been developed. The present transformation achieves the formation of cyclopentenone products as single diastereomers in good yields. The observed products likely form from pyran intermediates that undergo an oxa-6pi electrocyclic ring opening to a functionalized dienone, followed by ring closure with an accompanying acyl shift.
已开发出一种由铂催化的含环氧基团的炔丙基酯的五圆环化反应。目前的转化反应能够以良好的产率形成单一非对映异构体的环戊烯酮产物。观察到的产物可能由吡喃中间体形成,该中间体经历氧杂-6π电环化开环生成官能化的二烯酮,随后伴随酰基迁移进行闭环反应。