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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