Regioselective SN′ allylic substitution versus 1,4-addition: Synthesis of α-substituted β,γ-unsaturated esters
✍ Scribed by C Girard; I Romain; M Ahmar; R Bloch
- Publisher
- Elsevier Science
- Year
- 1989
- Tongue
- French
- Weight
- 245 KB
- Volume
- 30
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
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~
📜 SIMILAR VOLUMES
Electrochemical additions of the ally1 groups in substituted ally1 halides to some CC,@ unsaturated esters took place in a regioselective manner at either of their a-or y-carbon terminus, whereas regioselectivity in the addition to acetone was found to be controlled by changing a cathode material or
## Abstract For Abstract see ChemInform Abstract in Full Text.
## Abstract The course of the reaction is highly dependent on the electronic nature of the diazoacetates.