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An expedient stereoselective access to (Z)-2-fluoroalkenoates

✍ Scribed by Denis Clemenceau; Jack Cousseau

Book ID
104224894
Publisher
Elsevier Science
Year
1993
Tongue
French
Weight
237 KB
Volume
34
Category
Article
ISSN
0040-4039

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✦ Synopsis

The reaction betwxn an aldehydc R-CHO and diethyl2-oxo-3-fnorobutan-I ,4-&ate as its soaktot salt EtOpZ-CO-CE-COzEt-, Na+ mainly leads in THF to (Z)-2-jltwroalkenoates R-CH=CF-COZEt (UEZBOI20)

. the Z stereoselectivity &pending on the bulk of the R group.

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## Abstract Hydrometallation reactions, for example, hydroboration and hydroalumination, on [1‐(trifluoromethyl)propargyl]amines lead stereoselectively to the corresponding [(__Z__)‐ and (__E__)‐1‐(trifluoromethyl)allyl]amines in good yields; (__Z__)‐ and (__E__)‐allylamines with a free amino group