Abstract
(R)-2,3-O-Cyclohexylideneglyceraldehyde was involved in the Barbier allylation reaction with such 2-substituted functionalized allyl bromide as methyl 3-(bromomethyl)but-3-enoate under the action of various metals or metal salts. The best diastereoselectivity was observed with Zn and DMF or THF plus saturated aqueous ammonium chloride as solvents. The feasibility of the resulting homoallyl alcohol, specifically methyl 3-{(2S)-2-[(2R)-1,4-dioxaspiro[4.5]dec-2-yl]-2-hydroxyethyl}but-3-enoate, as a building block for the macrocyclic anticancer agents, such as laulimalides and their synthetic analogs.
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have