
Journal of Organic Chemistry p. 3675 - 3680 (1993)
Update date:2022-09-26
Topics:
Marshall, James A.
Garofalo, Albert W.
The ozonolysis of alkenes in methanolic NaOH or NaOMe with CH2Cl2 as cosolvent leads directly to methyl esters.The procedure has been used to prepare various α-, β-, and ω-alkoxy esters, acyloxy esters, and α- and β-N-acyl and N-sulfonyl esters from appropriate unsaturated ethers, esters and amides.Other examples include the formation of dimethyl octanedioate from cyclooctene (75percent yield), dimethyl nonanedioate and methyl nonaoate from methyl oleate (77 and 78percent, respectively), and tetradecanoic acid γ-lactone from 2-methyl-2-hexadecen-6-ol (80percent yield).
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