期刊
TETRAHEDRON LETTERS
卷 44, 期 35, 页码 6651-6655出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/S0040-4039(03)01635-6
关键词
chlorosulfonic acid; sulfonic acids; electrophilic olefin cyclization; benzopyrans; odorants
Among several sulfonic acids studied (MeSO3H, p-TsOH, H2SO4, ClSO3H, FSO3H), the scarcely used chlorosulfonic acid showed to be an efficient agent for electrophilic olefin cyclizations with internal nucleophilic termination, in a similar manner that is well-established with fluorosulfonic acid. Its availability, lower price and relatively lesser handling problems makes ClSO3H an advantageous cyclizing agent particularly for high-scale applications. The stereochemical outcome of these cyclizations has been rationalized. (C) 2003 Elsevier Ltd. All rights reserved.
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