The Journal of Organic Chemistry

Stereochemical control of reductions. 7. Reagent hinges: cis reduction of. beta.-octalones by internal delivery of chromium (II)

HW Thompson, NV Shah

Index: Thompson, Hugh W.; Shah, Nalini V. Journal of Organic Chemistry, 1983 , vol. 48, # 8 p. 1325 - 1328

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Citation Number: 10

Abstract

A'~ g-0ctal-2-ones with angular substituents R have been synthesized and subjected to reduction conditions by employing the ethylenediamine complex of CrS04 in aqueous DMF at 25" C. For R= Me, CHz0CH20CH2CHzOMe, CH20THP, and COOMe negligible reduction was observed within 60 h, and starting materials were recovered in 60% yields. For R= CHzOH and COOH complete disappearance of starting material was achieved in 30-64 h, ...