1342263-96-0

Upstream product

• 536-74-3 phenylacetylene 
• 3350-92-3 5-phenylpent-4-ynoic acid 
• 23719-80-4 cyclopropylmagnesium bromide 
• 30780-51-9 5-phenylpent-4-ynoic acid methyl ester 

Downstream Products

• 1435518-34-5 3-cyclopropyl-7-phenyl-1-(trimethylsilyl)hepta-1,6-diyn-3-ol 
• 1435518-59-4 3-cyclopropyl-7-phenylhepta-1,6-diyn-3-yl benzoate 
• 1435517-92-2 3-cyclopropyl-2,4a-dihydro-1H-fluoren-4-yl benzoate 
• 1590431-51-8 6-cyclopropyl-2-phenylbicyclo[4.2.0]octa-1,3-diene 
• 1590431-41-6 (5-cyclopropyl-5-cyclopropylidenepent-1-yn-1-yl)benzene 

Relevant academic research and scientific papers

Gold-catalyzed enantioselective ring-expanding cycloisomerization of cyclopropylidene bearing 1,5-enynes

An enantioselective ring-expanding cycloisomerization of 1,5-enynes bearing a cyclopropylidene moiety has been developed. This methodology provides a new approach to bicyclo[4.2.0]octanes, a structural motif present in many biologically active natural products.

Gold-catalyzed cycloisomerization of 1,6-diyne carbonates and esters to 2,4a-dihydro-1 H-fluorenes

A synthetic method to prepare 2,4a-dihydro-1H-fluorenes efficiently from gold(I)-catalyzed 1,2-acyloxy migration/cyclopropenation/Nazarov cyclization of 1,6-diyne carbonates and esters is described. The suggested reaction pathway provides rare examples of [2,3]-sigmatropic rearrangement in this class of compounds as well as the involvement of an in situ formed cyclopropene intermediate in gold catalysis. Experimental and ONIOM(QM:QM′) [our own n-layered integrated molecular orbital and molecular mechanics(quantum mechanics:quantum mechanics′)] computational studies based on the proposed Au carbenoid species provide insight into this unique selectivity.