75758-71-3Relevant academic research and scientific papers
SN' Reactions on Some Cyclopentene Derivatives employing Simple Nucleophiles and Organocuprate Reagents
Chapleo, Christopher B.,Finch, Mark A. W.,Roberts, Stanley M.,Woolley, Geoffrey T.,Newton, Roger F.,Selby, David W.
, p. 1847 - 1852 (2007/10/02)
The cyclopentenyl bromides (1) and (9) react with thiophenoxide ion in SN' syn-fasion with very high selectivity.The bromide (4) reacts with the same nucleophile to give the products of SN2 and SN2' syn-reactions.The lactones (1), (4), (15), and (16) react with lithium dibutylcuprate in the SN' anti-fashion predominantly, while the esters (9) and (11) react via the SN' syn-mode preferentially.Mechanisms are presented to explain the substitution patterns observed for the cuprate reactions.
Preparation and Hydrolysis of Some 4-Substituted Bicyclohex-2-ene-6-carbaldehydes: Synthesis of the Prostaglandin A2 Analogue possessing a Butyl Group in Place of the Octenol Side Chain
Chapleo, Cristopher B.,Roberts, Stanley M.,Newton, Roger F.
, p. 2088 - 2092 (2007/10/02)
The halogenoesters (7) and (13) were treated with variuos nucleophiles to give a range of 4,6,7-trisubstituted bicycloheptenes (8)-(12) and (14)-(20).The esters (11), (12), and (17)-(20) were treated with hydroxide or methoxide ion to give the corr
