A diastereoselective, gold-catalyzed cascading cycloisomerization of alkylidene cyclopropane bearing 1,5-enynes that terminates in a cyclo-addition of aldehydes has been developed. This diastereoselective reaction provides convergent access to novel polycyclic molecular structures (18 examples), and tolerates a diverse scope of aldehydes. Mechanistic studies reveal that the catalytic cycle rests at a digold off-cycle intermediate, one of which was isolated.

Download full-text PDF

Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC5134929PMC
http://dx.doi.org/10.1039/c6ob02128jDOI Listing

Publication Analysis

Top Keywords

goldi-catalyzed addition
4
addition aldehydes
4
aldehydes cyclopropylidene
4
cyclopropylidene bearing
4
bearing 6-aryl-15-enynes
4
6-aryl-15-enynes diastereoselective
4
diastereoselective gold-catalyzed
4
gold-catalyzed cascading
4
cascading cycloisomerization
4
cycloisomerization alkylidene
4

Similar Publications

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!