Non-dehydrative pinacol rearrangement using a Lewis acid-trialkyl orthoester combined system

Tetrahedron

Volumn 54, Issue 49, 1998, Pages 14689-14704

  Kita, Yasuyuki ^a   Yoshida, Yutaka ^a   Mihara, Sachiko ^a   Furukawa, Akihiro ^a   Higuchi, Kazuhiro ^a   Fang, Dai Fei ^a   Fujioka, Hiromichi ^a  

^a OSAKA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ACETAL DERIVATIVE; CARBON; ESTER DERIVATIVE; FORMIC ACID DERIVATIVE; GLYCOL; GLYCOL DERIVATIVE; PINACOL; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; PRIORITY JOURNAL; REACTION ANALYSIS;

EID: 0032481068     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(98)00948-X     Document Type: Article

References (33)

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20. 11. For a remarkable effect of the acyloxy group on the stability of the cationic intermediate, see ref. 10.
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33. 20. We have already found that the Lewis acid treatment of epoxy acetals 24 afforded rearrangement product 25 via an oxirane ring cleavage at the β-postion of an acetal due to the electron-withdrawing nature of the acetal. Unpublished results. (formula presented)