Electronic probing of ketone catalysts for asymmetric epoxidation. Search for more robust catalysts

Organic Letters

Volumn 3, Issue 5, 2001, Pages 715-718

  Tian, Hongqi ^a   She, Xuegong ^a   Shi, Yian ^a  

^a Veterinary Dentistry and Oral Surgery   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EPOXIDE; KETONE;

ARTICLE; CATALYSIS; CHEMISTRY; HYDROLYSIS; OXIDATION REDUCTION REACTION; SYNTHESIS;

CATALYSIS; EPOXY COMPOUNDS; HYDROLYSIS; KETONES; OXIDATION-REDUCTION;

EID: 0035826361     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol000385q     Document Type: Article

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60. 3N in hexane; hexanes/ether (1:0 to 10:1 v/v) was used as eluent] to afford phenylcyclohexne oxide as a colorless liquid (0.081 g, 93% yield, 97% ee) (Table 1, entry 9).
61. The Baeyer-Villiger reactions of ketones 3a-c with mCPBA were attempted. However, the results were not conclusive since the NMR spectra of the reaction mixture were not clean, partly as a result of the hydration of the ketones.
62. The recovery of ketones 3a-c was found to be difficult partly because of the low catalyst loading and high water solubility of the ketones (highly hydrated).