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A novel camphorsulfonyloxylactonization of alkenoic acids
Author(s) -
Zhu Min,
Sun NaBo,
Li He,
Yan Jie
Publication year - 2010
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.337
Subject(s) - chemistry , yield (engineering) , diastereomer , benzene , organic chemistry , medicinal chemistry , metallurgy , materials science
The novel reaction of [hydroxyl (((+)‐10‐camphorsulfonyl)oxy)iodo]benzene (1) with alkenoic acids was reported. When 1 reacted with various 4‐pentenoic acids in CH 3 CN, camphorsulfonylactons were obtained in excellent yields in short times, some had two diastereoisomers, whereas 1 reacted with 5‐hexenoic acid, giving middle yield of camphorsulfonylacton; however, 3‐butenoic and trans ‐3‐hexenoic acids reacted with 1 slowly in CH 2 Cl 2 , only unsaturated lactones were provided. J. Heterocyclic Chem., (2010).