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Selective Formation of Monoacylated Diols through a Mild Passerini Reaction
Author(s) -
Wu Dan,
Li Jun,
Wang Wei
Publication year - 2018
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201800499
Subject(s) - regioselectivity , chemistry , structural isomer , reaction conditions , diol , combinatorial chemistry , ring (chemistry) , organic chemistry , catalysis
The synthesis of both regioisomers of monoacylated diols has been achieved in one simple step using a Passerini reaction. We examined various substrates and reaction conditions, and the results show that the regioselectivity of the reaction is governed by a choice between five‐ and six‐membered‐ring transition states, and by different rates of acyl migration under different reaction conditions.