Sarpong Richmond, Su Julius T, Stoltz Brian M
Division of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, California 91125, USA.
J Am Chem Soc. 2003 Nov 12;125(45):13624-5. doi: 10.1021/ja037587c.
A set of mild processes for the conversion of vinyl cyclopropyl diazo ketones to highly functionalized cycloheptadienones and vinyl cyclopentenones by use of a target-inspired tandem Wolff/Cope rearrangement sequence is described. A divergent reaction course of the vinyl cyclopropyl diazo ketone substrates under sono- or photochemical activation provides good to excellent yields (55-98%) of the product cycloheptadienones and vinyl cyclopentenones.
描述了一组温和的方法,通过使用受目标启发的串联Wolff/Cope重排序列,将乙烯基环丙基重氮酮转化为高度官能化的环庚二烯酮和乙烯基环戊烯酮。在超声或光化学活化下,乙烯基环丙基重氮酮底物的不同反应过程可提供产率良好至优异(55-98%)的产物环庚二烯酮和乙烯基环戊烯酮。