Application of the Intramolecular Yamamoto Vinylogous Aldol Reaction to the Synthesis of Macrolides
- 25 April 2007
- journal article
- Published by American Chemical Society (ACS) in Organic Letters
- Vol. 9 (11), 2103-2106
- https://doi.org/10.1021/ol0704901
Abstract
An intramolecular version of the Yamamoto vinylogous aldol reaction, a method that employs the bulky Lewis acid ATPH to control the site of aldolization, is described. This macrocyclization process is effective for the construction of 10-, 12-, and 14-membered macrolides. The yields are high (70−90%), and the reaction can proceed with excellent remote stereocontrol (dr ≥ 20:1) with chiral substrates.Keywords
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