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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~


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Regioselectivity in electrochemical addi
✍ Shohei Satoh; Hiroshi Suginome; Masao Tokuda 📂 Article 📅 1981 🏛 Elsevier Science 🌐 French ⚖ 248 KB

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