Gold(III) porphyrin-catalyzed cycloisomerization of allenones

Cong Ying Zhou; Philip Wai Hong Chan; Chi Ming Che

doi:10.1021/ol052696c

Gold(III) porphyrin-catalyzed cycloisomerization of allenones

Cong Ying Zhou, Philip Wai Hong Chan, Chi Ming Che

Research output: Contribution to journal › Article › Research › peer-review

267 Citations (Scopus)

Abstract

Gold(III) porphyrin-catalyzed cycloisomerization of allenones gave the corresponding furans in good to excellent yields (up to 98%) and with quantitative substrate conversions. By recovering the Au(III) catalyst, a recyclable catalytic system is developed with over 8300 product turnovers attained for the cycloisomerization of 1-phenyl-buta-2,3-dien-1-one. The versatility of the gold(III) porphyrin catalyst was exemplified by its application to the hydroamination and hydration of phenylacetylene in 73% and 87% yield, respectively.

Original language	English
Pages (from-to)	325-328
Number of pages	4
Journal	Organic Letters
Volume	8
Issue number	2
DOIs	https://doi.org/10.1021/ol052696c
Publication status	Published - 19 Jan 2006
Externally published	Yes

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abstract = "Gold(III) porphyrin-catalyzed cycloisomerization of allenones gave the corresponding furans in good to excellent yields (up to 98%) and with quantitative substrate conversions. By recovering the Au(III) catalyst, a recyclable catalytic system is developed with over 8300 product turnovers attained for the cycloisomerization of 1-phenyl-buta-2,3-dien-1-one. The versatility of the gold(III) porphyrin catalyst was exemplified by its application to the hydroamination and hydration of phenylacetylene in 73% and 87% yield, respectively.",

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AB - Gold(III) porphyrin-catalyzed cycloisomerization of allenones gave the corresponding furans in good to excellent yields (up to 98%) and with quantitative substrate conversions. By recovering the Au(III) catalyst, a recyclable catalytic system is developed with over 8300 product turnovers attained for the cycloisomerization of 1-phenyl-buta-2,3-dien-1-one. The versatility of the gold(III) porphyrin catalyst was exemplified by its application to the hydroamination and hydration of phenylacetylene in 73% and 87% yield, respectively.

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Gold(III) porphyrin-catalyzed cycloisomerization of allenones

Abstract

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