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Volumn 351, Issue 13, 2009, Pages 2178-2184

Manganese-promoted regioselective ring-opening of 2,3-epoxy acid derivatives: a new route to α-hydroxy acid derivatives

Author keywords

Amides; Epoxides; Esters; Hydroxy acids; Manganese

Indexed keywords


EID: 70349422247     PISSN: 16154150     EISSN: 15213897     Source Type: Journal    
DOI: 10.1002/adsc.200900257     Document Type: Article
Times cited : (6)

References (64)
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    • The enolate was generated by treatment of the corresponding 2-chloro amide with LDA at -78°C
    • The enolate was generated by treatment of the corresponding 2-chloro amide with LDA at -78°C.
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    • Similar deoxygenation reactions promoted by samarium diiodide have been previously reported in the literature
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    • The starting epoxy esters were prepared, similarly to epoxy amides, by reaction of the potassium enolate (generated by treatment of the corresponding chloro ester with potassium hexamethyldisilazide) with 1.0 equiv. of the corresponding aldehyde at -78°C for 2 h. After this time, the reaction mixture was allowed to warm up to room temperature.
    • The starting epoxy esters were prepared, similarly to epoxy amides, by reaction of the potassium enolate (generated by treatment of the corresponding chloro ester with potassium hexamethyldisilazide) with 1.0 equiv. of the corresponding aldehyde at -78°C for 2 h. After this time, the reaction mixture was allowed to warm up to room temperature.
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    • Chiral HPLC analysis for 12a and 12b show the same
    • R 9.42, and 12.22 min.
    • R 9.42, and 12.22 Min


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.