Chemistry Letters p. 1669 - 1672 (1984)
Update date:2022-08-05
Topics: Chirality transfer Stereocontrolled Pheromone synthesis
Fujisawa, Tamotsu
Tajima, Kazuhisa
Sato, Toshio
The ester enolate Claisen rearrangement of (R)-1-methyl-(E)-2- butenyl hydroxaacetate provides complete asymmetric transfer along with 98percent erythroselectivity to give (2R,3S)-2-hydroxy-3-methyl-(E)-4-hexenoic acid.Its synthetic utility is demonstrated by the stereocontrolled synthesis of optically active pheromones.
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