PREPARATION AND STABILITY OF 1, 4??OXATHIAN??2??ONES

JK KOSKIMIES

Index: Koskimies, Jorma K. Acta Chemica Scandinavica, Series B: Organic Chemistry and Biochemistry, 1984 , vol. 38, # 2 p. 101 - 108

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Citation Number: 8

Abstract

Several methods of preparation of various substituted 1, 4-oxathian-2-ones are described, includ-ing the acid-catalyzed ring closure of 5-hydroxy acids, prepared via a-halo ketones or a-halo acids, and the base-catalyzed ring closure of Ii-haloethyl thioglycolate. 1, 4-Oxathian- 2-one is completely hydrolyzed in D20 to the hydroxy acid at a rate comparable to the hydrolysis of 6-valerolactone. The rate of the lactonization is estimated to be ca. 100 times ...