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Chelation-or Non-Chelation-Control in Stereoselective Reactions of Titanium Reagents with Chiral Alkoxy Carbonyl Compounds

✍ Scribed by Prof. Dr. Manfred T. Reetz; Dipl.-Chem. Kurt Keßeler; Dipl.-Chem. Susi Schmidtberger; Dr. Bernd Wenderoth; Dr. Rainer Steinbach


Publisher
John Wiley and Sons
Year
1983
Tongue
English
Weight
292 KB
Volume
22
Category
Article
ISSN
0044-8249

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✦ Synopsis


Since Cram's pioneering workon chelation-control in Grignardtype of addition to chiral alkoxy carbonyl compounds/l/, a number of related reports have appeared. G ' s systematic studies concerning the relative merits of such classical reagents as RMgX, RLi and R CuLi deserve particular attention/2/.

Generally, these metals undergo more or less efficient chelation, as inferred from the stereochemical result. In this communication we apply the principle of variable adjustment of carbanion-selectivity by titanation/3/ in addition reactions of chiral alkoxy aldehydes and ketones. In particular, we show:


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