Gold(I)‐Catalyzed Synthesis of Highly Substituted 2‐Cyclopentenones from 5‐Siloxypent‐3‐en‐1‐ynes

Recent Progress in the Synthetic Assembly of 2-Cyclopentenones

“…In this case it was proposed that gold complexation of the alkyne induced siloxycyclization followed by carbon-oxygen bond fragmentation to give an allylic carbocation, which subsequently cyclized at the gold-bound alkenyl site, leading to the substituent topology observed in the final products. 87…”

Novel carbocationic rearrangements of 1-styrylpropargyl alcohols

“…In the course of our medicinal program on a new class of anticancer agents [ 1 – 3 ], we developed a novel synthesis of cyclopentenones substituted by three different aryl groups ( Scheme 1 ) [ 4 ]. This approach combines a molybdenum(VI)-catalyzed etherification of allylic alcohol with a gold(I)-catalyzed intramolecular cyclization process [ 5 – 6 ].…”

Direct coupling of unactivated alkynes and C(sp3)–H bonds catalyzed by a Pt(ii, iv)-centered catalyst: a computational study

“…[10][11][12][13][14][15][16][17] Since the platinum(II)-catalyzed oxidation of methane to methanol, 18 catalysis with Pt-salts is a rapidly evolving area of research for development of new reactions triggered by p-activation of alkynes and which nowadays has initiated extensive investigation of C(sp 3 )-H bond activation. [24][25][26][27][28][29] For example, Pt-catalyzed intramolecular hydroalkylation of unsaturated aryl alkynes provides convenient access to highly functionalized indenes. [24][25][26][27][28][29] For example, Pt-catalyzed intramolecular hydroalkylation of unsaturated aryl alkynes provides convenient access to highly functionalized indenes.…”

“…[10][11][12][13][19][20][21][22][23] Recently, Pt-centered catalysts have shown their efficiency in a series of transformations involving the transfer of a nucleophilic group onto an alkyne, followed by ring closure on the resulting carbocationic intermediate. [24][25][26][27][28][29] For example, Pt-catalyzed intramolecular hydroalkylation of unsaturated aryl alkynes provides convenient access to highly functionalized indenes. [10][11][12][13] Sames and co-workers reported a distinct reaction, in which the unactivated terminal alkynes serve as hydride acceptors in the through-space hydride transfer and undergo catalytic intramolecular hydroalkylation at the a-position of saturated heterocyclic ethers, providing rapid access to bicyclic products.…”