A stereoselective synthesis of methyl trans-3-(2,2-dichloroethenyl)- 2,2-dimethylcyclopropanecarboxylate

Article abstract of DOI:10.1080/00397919908086150

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-dimethyl-5-hexenoate (6) gave trans-rich (5) in excellent yield.

Full text of DOI:10.1080/00397919908086150

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Synthetic Communications: An
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Organic Chemistry
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A Stereoselective Synthesis
Of Methyl Trans- 3 - (2, 2
-Dichloroethenyl)- 2, 2 -
Dimethylcyclopropanecarboxylate
Jun'an Ma a , Runqiu Huang a , Junran Cheng a ,
Ruilian Shao a & Zaiguo Li a
a Institute and State Key Laboratory of Elemento-
organic Chemistry, Nankai University , Tianjin,
300071, P.R., China
Published online: 17 Sep 2007.
To cite this article: Jun'an Ma , Runqiu Huang , Junran Cheng , Ruilian Shao & Zaiguo
Li (1999) A Stereoselective Synthesis Of Methyl Trans- 3 - (2, 2 -Dichloroethenyl)- 2,
2 - Dimethylcyclopropanecarboxylate, Synthetic Communications: An International
Journal for Rapid Communication of Synthetic Organic Chemistry, 29:10, 1653-1659,
DOI: 10.1080/00397919908086150
To link to this article: http://dx.doi.org/10.1080/00397919908086150
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