304. The reduction of some α-phenylhydrazono-ketones with alkali borohydrides
✍ Scribed by Bowman, R. E. ;Franklin, C. S.
- Book ID
- 124081313
- Publisher
- The Royal Society of Chemistry
- Year
- 1957
- Weight
- 669 KB
- Volume
- 0
- Category
- Article
- ISSN
- 0368-1769
No coin nor oath required. For personal study only.
📜 SIMILAR VOLUMES
In the course of an investigation of solvent effects on the relative reactivities of ketones with borohydridel, we have observed some unusual features of reductions in pyridine solvent which are relevant to recent discussions of the mechanism and stereochemistry of metal hydride reductions2,3,4,5 an
Reduction of a-benzyloxy acetylenic ketones with zinc borohydride afforded the erythro-acetylenic vicinal diols in 95% stereoselectivity, while reduction with K-selectride gave the isomeric threo-diols in 90% stereoselectivity. Repetition of 1,3-chiral transfer reaction by palladium catalyzed allyl
## Abstract The rates for the reduction of ketones with sodium borohydride are interpreted in terms of two parameters, both derived from force‐field calculations; __i.e.__ the strain difference between alcohol and ketone (Δ strain) and the steric hindrance towards approach of the hydride R. Models