This work was supported by the National Basic Research Program of China (the 973 Program, 2010CB833200) and the National Natural Science Foundation of China (21172247, 21032002, 20921091, 20621062).
1521-3773/asset/2002_left.gif?v=1&s=ac6b0d94a94d7ce7a210002b8096b42feffc0bcf)
1521-3773/asset/olbannercenter.gif?v=1&s=c083e1920cd41ed129901c116018eab93b5ad3c4)
1521-3773/asset/2002_right.gif?v=1&s=451042aa3415ae3ad0729984d26dee1866aca82e)
Communication
Three Rings in One Step: A Quick Approach to IKD-8344†
Article first published online: 11 APR 2012
DOI: 10.1002/anie.201201395
Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Additional Information
How to Cite
Zou, Y. and Wu, Y. (2012), Three Rings in One Step: A Quick Approach to IKD-8344. Angew. Chem. Int. Ed., 51: 4968–4971. doi: 10.1002/anie.201201395
- †
Publication History
- Issue published online: 8 MAY 2012
- Article first published online: 11 APR 2012
- Manuscript Received: 20 FEB 2012
Funded by
- National Basic Research Program of China. Grant Number: 2010CB833200
- National Natural Science Foundation. Grant Numbers: 21172247, 21032002, 20921091, 20621062
Keywords:
- cyclizations;
- eliminations;
- natural products;
- ring-closing reactions;
- total synthesis
A highly efficient enantioselective total synthesis of the natural antibiotic IKD-8344 is achieved through a convergent route. This route features an otherwise impossible concurrent formation of the THF rings from a linear polyketide precursor through intramolecular O alkylations of mesylates in competition with normally rather facile β elimination and/or α racemization reactions (see scheme, Ms=methanesulfonyl).