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ChemInform Abstract: Studies of π-Diastereofacial Selectivity: The Influence of α-Oxathiolane Ketals on Cyclic Ketones.

✍ Scribed by M. DIMITROFF; A. G. FALLIS

Publisher
John Wiley and Sons
Year
2010
Weight
33 KB
Volume
29
Category
Article
ISSN
0931-7597

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✦ Synopsis

Studies of π-Diastereofacial Selectivity:

The Influence of α-Oxathiolane Ketals on Cyclic Ketones.

-The addition reaction of organometals (II) or hydride reagents to the carbonyl of the α-keto-oxathiolane ketals (I) and (V) occurs preferentially via attack anti to sulfur and syn to oxygen. However, diisobutylaluminum hydride reduction of the cyclopentanone (V) (conditions C) reverses this facial preference.

-(DIMITROFF, M.;

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