A Stereoselective Synthesis Of Methyl Trans- 3 - (2, 2 -Dichloroethenyl)- 2, 2 - Dimethylcyclopropanecarboxylate

Jun'an Ma Institute and State Key Laboratory of Elemento-organic Chemistry, Nankai University, Tianjin, 300071, P.R., China

Runqiu Huang Institute and State Key Laboratory of Elemento-organic Chemistry, Nankai University, Tianjin, 300071, P.R., China

Junran Cheng Institute and State Key Laboratory of Elemento-organic Chemistry, Nankai University, Tianjin, 300071, P.R., China

Ruilian Shao Institute and State Key Laboratory of Elemento-organic Chemistry, Nankai University, Tianjin, 300071, P.R., China

Zaiguo Li Institute and State Key Laboratory of Elemento-organic Chemistry, Nankai University, Tianjin, 300071, P.R., China

Abstract

A convenient method is described for the stereoselective synthesis of methyl trans - 3 - (2, 2 -dichloroethenyl) - 2, 2 - dimethylcyclopropanecarboxylate (5) via methyl 3, 3 - dimethyl - 4, 6, 6, 6 -tetrachlorohexanoate (4) as a key intermediate, which was obtained by addition of carbon tetrachloride to methyl 3,3-dimethyl-4-pentenoate (3). Treatment of (4) with sodium methoxide in a single-vessel via methyl 4,6,6-trichloro-3.3-climethyl-5-hexenoate (6) gave trans-rich (5) in excellent yield.

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A Stereoselective Synthesis Of Methyl Trans- 3 - (2, 2 -Dichloroethenyl)- 2, 2 - Dimethylcyclopropanecarboxylate

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A Stereoselective Synthesis Of Methyl Trans- 3 - (2, 2 -Dichloroethenyl)- 2, 2 - Dimethylcyclopropanecarboxylate

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