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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 17, 1987 - Issue 13
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Original Articles

Ring Opening Three-Carbon Extension of 2-Carboethoxycyclo-Alkanones with 3-Bromo-1-(p-Tolylsulfonyl)Propene

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Pages 1525-1531 | Published online: 06 Dec 2006
 

Abstract

Reaction with 1,8-diazabicyclo[5,4,0]undec-7-ene (DBU) of 2-[3-(p-tolylsulfonyl)-2-propenyl]-2-carboethoxycycloalkanones, derived from 2-carboethoxy-2-sodiocycloalkanones and 3-bromo-l-(p-tolylsulfonyl)propene, caused ring opening three-carbon extension in ethanol and three-carbon ring expansion in benzene to produce terminal dienes and cyclic dienes, respectively.

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