SYNTHESIS OF UNSATURATED BICYCLIC LACTONES AND ACETALS VIA PALLADIUM-PROMOTED CYCLIZATION OF CYCLIC ALLYLIC ALCOHOLS
Unsaturated bicyclic lactones are readily prepared by converting cyclic allylic alcohols to the corresponding α-chloromercurio acetate esters and reacting them with Li2PdCl4.The corresponding acetals can be synthesized directly by reaction of the allylic
Larock, Richard C.,Stinn, Dean E.
p. 2767 - 2770
(2007/10/02)
TOSYLOXYLACTONIZATION OF ALKENOIC ACIDS WITH BENZENE
benzene(1) reacts with 3-butenoic, 4-pentenoic, 5-hexenoic and 2-methyl-4-pentenoic acids in CH2Cl2 to give tosyloxyacetones and with trans-3-hexenoic and 2-cyclopenteneacetic acids to give unsaturated lactones. 5-Norbornene-endo-2-carboxylic acid with 1 gives a rearranged lactone while 5-norbornene-endo-2,3-dicarboxylic acid gives a bis-lactone.
Shah, Mayur,Taschner, Michael J.,Koser, Gerald F.,Rach, Nancy L.
p. 4557 - 4560
(2007/10/02)
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