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Phosphorus, Sulfur, and Silicon and the Related Elements Volume 62, 1991 - Issue 1-4
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Original Articles

NEW REDUCTION OF SOME SULFINYL CARBOXYLIC ESTERS WITH SODIUM BOROHYDRIDE

Blanka Wladislaw Instituto de Química, Universidade de São Paulo, C. Postal 20.780, São, Paulo, S.P., Brazil
,
Liliana Marzorati Instituto de Química, Universidade de São Paulo, C. Postal 20.780, São, Paulo, S.P., Brazil
&
Cláudio Di Vitta Instituto de Química, Universidade de São Paulo, C. Postal 20.780, São, Paulo, S.P., Brazil
Pages 225-229 | Received 03 Jan 1991, Accepted 25 Mar 1991, Published online: 23 Sep 2006
 
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Abstract

The reactivity of sodium borohydride with respect to the reduction of the carbethoxy group in unsubstituted esters is increased by the introduction of a sulfinyl group in the α or β positions. This effect is decreased only slightly by steric hindrance due to the presence of bulky groups in the α or β positions. This behaviour is compared to that of the corresponding α and β sulfenyl carboxylic esters.

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