## Abstract α‐Methylbenzyllithium (6) should possess either central or planar chirality. The rate of enantiomerization of 6 at — 78^°^C was found to be faster than its addition to the amide 7, the ketone 8, or to the aldehyde 10, according to a test based on kinetic resolution. The benzyllithium co
Chiral Organometallic Reagents, III. On the Configurational Stability of α-Bromoalkyllithium Compounds
✍ Scribed by Hoffmann, Reinhard W. ;Bewersdorf, Martin
- Publisher
- Wiley (John Wiley & Sons)
- Year
- 1991
- Tongue
- English
- Weight
- 612 KB
- Volume
- 124
- Category
- Article
- ISSN
- 0009-2940
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📜 SIMILAR VOLUMES
## Abstract A test based on kinetic resolution was applied to probe the configurational stability of various α‐substituted benzyllithium compounds 1. It was found that the trimethylsilyl‐ (1b), phenylsulfenyl‐ (1c), and the phenylselenyl‐substituted (1d) benzyllithium compounds enantiomerized more
## Abstract Benzyllithium compounds carrying a benzylthio substituent (6), a benzylseleno substituent (8), and an isopropyl(methyl)amino substituent (14) have been generated. Racemization barriers have been determined in THF by monitoring the coalescence of signals of diastereotopic groups in the ^
Using a test based on kinetic resolution the aphenylseleno-alkyllithium compounds 3 have been shown to undergo enantiomer equilibration at -105 °C with a rate comparable to that of their addition to aldehydes . At -125 C in Me-THF as solvent, the a-phenylseleno-alkyllithium compounds 10 were found t