期刊
CHEMISTRY-A EUROPEAN JOURNAL
卷 23, 期 53, 页码 13158-13163出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201702490
关键词
alkenyl halides; cyclization; halogens; synthesis design; synthetic methods
资金
- MINECO-Spain [CTQ2013-41336-P]
- MEC
The synthesis of cyclic alkenyl halides (mainly fluorides, chlorides and bromides) from alkynol or enyne derivatives by an acid-mediated cationic cyclisation reaction is disclosed. This high-yielding, scalable and technically simple method complements and challenges conventional methodologies. This study includes the development of biomimetic cationic cyclisation reactions of polyenyne derivatives to give interesting halogen-containing polycyclic compounds. The application of this reaction in the key step of the synthesis of two terpenes, namely austrodoral and pallescensinA, and the potent odorant 9-epi-Ambrox demonstrates the potential of the reaction for natural product synthesis.
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