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Indium(III)trifluoromethanesulfonate as a mild, efficient catalyst for the formation of acetals and ketals in the presence of acid sensitive functional groups
Tetrahedron ( IF 2.1 ) Pub Date : 7 April 2008 , DOI: 10.1016/j.tet.2008.01.118
Brian T. Gregg , Kathryn C. Golden , John F. Quinn

Aldehydes and ketones, including acetophenone and benzophenone, are readily protected under mild, neutral conditions in the presence of various alcohols or orthoformates and catalytic amounts of indium(III) trifluoromethanesulfonate (<0.8 mol %) under either room temperature or mild heating conditions to give the corresponding cyclic and acyclic acetals and ketals in good to excellent yields. Acid sensitive functional groups, N-Boc, THP, and TBDMS do not undergo competitive deprotection under the reported conditions.

中文翻译:

三氟甲磺酸铟(III)作为温和有效的催化剂,可在存在酸敏感官能团的情况下形成缩醛和缩酮

醛和酮(包括苯乙酮和二苯甲酮)在温和的中性条件下,在各种醇或正甲酸酯和催化量的三氟甲烷磺酸铟(III)(<0.8 mol%)的存在下,在室温或温和的加热条件下均易于保护。相应的环状和非环状缩醛和缩酮,收率良好至极佳。酸敏感的官能团N- Boc,THP和TBDMS在报道的条件下不经历竞争性脱保护。
更新日期:2017-01-31
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