α-Oxo Ketene Cyclic Dithioacetal Chemistry(Ⅺ)──Preliminary Studies on the Addition Reaction of α-Oxo Ketene Cyclic Dithioacetals with Reformatsky Reagent

Chem. J. Chinese Universities ›› 1994, Vol. 15 ›› Issue (3): 383.

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α-Oxo Ketene Cyclic Dithioacetal Chemistry(Ⅺ)──Preliminary Studies on the Addition Reaction of α-Oxo Ketene Cyclic Dithioacetals with Reformatsky Reagent

LIU Qun, DONG De-wen, YANG Zhi-Yun, HU Yu-Lan, ZHANG Chang-Shan

Department of Chemistry, Northeast Normal University, Changchun, 130024

Received:1993-04-06 Revised:1993-08-22 Online:1994-03-24 Published:1994-03-24

Abstract

Abstract: The addition reactions of the title compounds with the Reformatsky reagent from ethyl bromoacetate were performed and the possible mechanism was discussed.It seems that the decisive factor for this reaction rest on the conformation of the acetal groups in substrate molecules.When the two alkylthio groups are or nearly on the plane,which relay on the structure of the acetal group and the molecule involved, the substrate carbonyl can be activated by the complex formed between substrate and Reformatsky reagent.Otherwise,the addition reaction would be difficult to occur.

Key words: α-Oxo ketene cyclic dithioacetal, Reformatsky reagent, Addition reaction, Mechanism

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LIU Qun, DONG De-wen, YANG Zhi-Yun, HU Yu-Lan, ZHANG Chang-Shan. α-Oxo Ketene Cyclic Dithioacetal Chemistry(Ⅺ)──Preliminary Studies on the Addition Reaction of α-Oxo Ketene Cyclic Dithioacetals with Reformatsky Reagent[J]. Chem. J. Chinese Universities, 1994, 15(3): 383.

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α-Oxo Ketene Cyclic Dithioacetal Chemistry(Ⅺ)──Preliminary Studies on the Addition Reaction of α-Oxo Ketene Cyclic Dithioacetals with Reformatsky Reagent

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