Application of the Intramolecular Yamamoto Vinylogous Aldol Reaction to the Synthesis of Macrolides
Organic Letters2007Vol. 9(11), pp. 2103–2106
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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 > or = 20:1) with chiral substrates.
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