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Control of Stereoselective Protonation of Enols 1,2

✍ Scribed by Zimmerman, Howard E.; Cheng, Jie


Book ID
127323241
Publisher
American Chemical Society
Year
2006
Tongue
English
Weight
287 KB
Volume
71
Category
Article
ISSN
0022-3263

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When lithium enolates generated from five chiral c,Y-disubstituted Y-lactones are treated with proton sources, formation of the u,Y-syn epimers always predominates over the a,Y-anti epimers in ratios of 10.2-2.9:l. Higher syn/anti ratios are obtained via silyl enolates in some cases. Chirality discr