131489-56-0Relevant academic research and scientific papers
Nucleophilic displacement reactions of 4-(nosyloxy)-2,3-unsaturated esters and 2-(nosyloxy)-3,4-unsaturated esters
Hoffman, Robert V.,Severns, Bryon S.
, p. 5567 - 5573 (2007/10/03)
It has been found that 4-(nosyloxy)-2,3-unsaturated esters 2 undergo direct displacement with a wide variety of nucleophiles and yield 4-substituted-2,3-unsaturated products cleanly and in generally good yields. These materials thus have very good synthetic potential for the formation of densely functionalized unsaturated esters. 2-(Nosyloxy)-3,4-unsaturated esters as exemplified by methyl 2-(nosyloxy)-3-butenoate (3d) also undergo direct displacement with a range of good nucleophiles; however, the resulting substitution products are prone to rearrangements and tautomerism, as is the starting material itself, so that the synthetic utility of these compounds is limited.
Regiochemical Control in the Preparation of 2-(Nosyloxy) β,γ-Unsaturated Esters and 4-(Nosyloxy) α,β-Unsaturated Esters from 1--1-alkoxy 1,3-Dienes
Hoffman, Robert V.,Kim, Hwa-Ok
, p. 1014 - 1019 (2007/10/02)
A series of 1--1-alkoxy 1,3-dienes 1a-i were found to react with p-nitrobenzenesulfonyl peroxide in the presence of sodium methoxide or zinc chloride to give alkyl 2 -oxy> β,γ-unsaturated esters 3 and 4-(p-n
