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2004
Carboxylic acid esters
Q 0530
Organic Reactions in Water: An Efficient Zinc-Mediated Stereoselective Syntheof (E)- and (Z)-Trisubstituted Alkenes Using Unactivated Alkyl Halides. —
52- 074 sis
Acetyl derivatives of the Baylis—Hillman adducts are subjected to the reaction with
unactivated alkyl halides under conditions A). (E)-2-Substituted alk-2-enoates are
formed exclusively in the case of alkanoates; mixtures of (E)- and (Z)-isomers are produced with high (Z)-selectivity in the case of alkenenitriles. Product (VIIIb) is a useful
precursor of (IX), an alarm pheromone component of the African weaver ant, Oecophylla longinoda. — (DAS*, B.; BANERJEE, J.; MAHENDER, G.; MAJHI, A.; Org.
Lett. 6 (2004) 19, 3349-3352; Org. Chem. Div., Indian Inst. Chem. Technol.,
Hyderabad 500 007, India; Eng.) — Steudel
2004
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