The Journal of Organic Chemistry

Reductions with metal-ammonia combinations. II. Monothioacetals and monothioketals. Synthesis of alkoxymercaptans

EL Eliel, TW Doyle

Index: Eliel,E.L.; Doyle,T.W. Journal of Organic Chemistry, 1970 , vol. 35, # 8 p. 2716 - 2722

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Citation Number: 15

Abstract

In previous papers2 the hydrogenolysis of monothioacetals and monothioketals by" mixed hydride'la (lithium aluminum hydride-aluminum chloride in a 1: 4 ratio) in ether solution was de~ cribed.~ Reduction of 1, 3-oxatbiolanes and 1, 3-oxathianes leads to P-hydroxyethyl and y-hydroxypropyl sulfides, respectivelyza (eq 1), while 2-tetrahydrofuranyl and 2- tetrahydropy-