The reaction of the higher order organocuprate reagents RZCu(CNjLi2-BF3 with y-bromo a$unsaturated esters gives with very high selectivity cr-suhsrituted &~unsaturated esters arising from a SN allylic substitution. This reaction allows an easy access to cy-silyl P,yunsaturated esters~
Synthesis of 4-substituted glutarimides by free radical addition of iodoacetamide to α,β-unsaturated esters
✍ Scribed by Guerino Sacripante; Charles Tan; George Just
- Publisher
- Elsevier Science
- Year
- 1985
- Tongue
- French
- Weight
- 212 KB
- Volume
- 26
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
Free radica2 addition of either methyl bromoacetate or iodoacetamide to an cl, B-unsaturated ester gave the 4-substituted ghtarate or glutarimide respectively, whereas the radical cycZisation of N-bromoacetyl crotonamide gave the &substituted succinimide.
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The conjugate addidon of amides to cx&unsawared esters proceeds &kiendy with an equimolar amount of Si(OEr)d and a catalytic wnount of CsF w crfford the corresponding N-substituted amides.
## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF.