Highly enantioselective epoxidation of enol silyl ethers and esters

Tetrahedron Letters

Volumn 39, Issue 43, 1998, Pages 7819-7822

  Zhu, Yuanming ^a   Tu, Yong ^a   Yu, Hongwu ^a   Shi, Yian ^a  

^a Department of Environmental and Radiological Health Sciences   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ENOL SILYL ESTER DERIVATIVE; ENOL SILYL ETHER DERIVATIVE; KETONE; OXIDIZING AGENT; SILANE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CATALYST; ENANTIOMER; EPOXIDATION;

EID: 0032558662     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)01711-0     Document Type: Article

References (34)

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31. 3N, using 5% ether in hexane as eluent) to afford the epoxide product as a colorless oil (0.12 g, 82% yield, 93% ee).
32. (11) HPLC conditions: For entries 1 and 2, Chiralcel OB, 10% i-PrOH in hexane, 0.5 mL/min; For entry 4, Chiralcel OD, 5% i-PrOH in hexane, 1.0 mL/min; For entry 5, Chiralcel OD, 3% i-PrOH in hexane, 1.0 mL/min; For entries 6 and 7, Chiralcel OD, 3% i-PrOH in hexane, 0.5 mL/min; For entry 8, Chiralcel OD, 4% i-PrOH in hexane, 0.8 mL/min. All runs were carried out at room temperature.
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