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Stereochemical consequences in the deprotonation of enoates

✍ Scribed by Paul Galatsis; Jeffrey J. Manwell; Scott D. Millan

Publisher
Elsevier Science
Year
1996
Tongue
French
Weight
182 KB
Volume
37
Category
Article
ISSN
0040-4039

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## Abstract Deprotonation of ethyl (__E__)‐2‐alkenoates **1**, **3** and **4** yields after protonation the double bond migrated (3 __Z__)‐isomers **5**, **7** and **9** as major products. In contrast, deprotonation and reprotonation of ethyl (__Z__)‐2‐pentenoate (**2**) gives the (3 __E__)‐isomer