Enantioselective enol lactone synthesis under double catalytic conditions

Organic Letters

Volumn 7, Issue 6, 2005, Pages 979-981

  Itoh, Kennosuke ^a   Hasegawa, Masayuki ^a   Tanaka, Junji ^a   Kanemasa, Shuji ^a  

^a KYUSHU UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

LACTONE; NICKEL; PERCHLORATE;

ARTICLE; CATALYSIS; CATALYST; CHEMICAL REACTION; CHEMICAL STRUCTURE; CYCLIZATION; ENANTIOSELECTIVITY; MICHAEL ADDITION; REACTION ANALYSIS; STRUCTURE ANALYSIS; SYNTHESIS;

EID: 18244398634     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol047872g     Document Type: Article

References (16)

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14. The double catalytic conditions using 10 mol % each of TMP and the R,R-DBFOX/Ph complex of nickel(II) perchlorate hexahydrate is called "the standard double-catalytic conditions" in the present communication.
15. The reaction of 3,5-dimethylpyrazole with acetic anhydride (1.1 equiv) in THF is finished in 5 min at 0°C producing 5 in 91% yield.
16. Di-tert-butyl dicarbonate (65%, 91% ee), dimethyl pyrocarbonate (88%, 86% ee), and diethyl carbonate (63%, 75% ee) were also effective. However, trifluoroacetic anhydride did not work well.