Regiocontrol in alkylations of α-Silyl hydrazones
✍ Scribed by Mark A. Blaskovich; Rodney W. Rickards
- Book ID
- 104259197
- Publisher
- Elsevier Science
- Year
- 1998
- Tongue
- French
- Weight
- 213 KB
- Volume
- 39
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
✦ Synopsis
The regioselectivity of alkylation of ot-silyl hydrazones can be controlled by the appropriate choice of base, reaction temperature and solvent, and hydrazone moiety to afford either kinetic or thermodynamic products.
📜 SIMILAR VOLUMES
An efficient general method for the consecutive introduction of two alkyl groups to the ct carbon of a ketone carbonyl has been developed, making use of the lithium naphthalenide induced reductive alkylation of an ~t-cyano ketone system as a key operation.
The u-alloylation and silylation ofpara substituted acctophenoncs, l-and 2-indanone (O-TBS) oximes at various reaction conditions, were studied. Optimum conversions from 82% to 100% were afforded for the alkylatinn and silylation of these (O-TBS) ketoximes with LDA at -78 °C, using electrophiles, su