2518-53-8Relevant articles and documents
A facile synthesis of γ-butenolides via cyclization of 3-alkenoic acids with dimethyl sulfoxide and oxalyl bromide
Ding, Rui,Liu, Yongguo,Liu, Lei,Li, Huimin,Tao, Sichen,Sun, Baoguo,Tian, Hongyu
supporting information, p. 3001 - 3007 (2019/08/26)
The combination of dimethyl sulfoxide and oxalyl bromide was used to accomplish the cyclization of 3-alkenoic acids with the aid of a base to afford γ-butenolides, in which bromodimethylsulfonium salt generated in situ was proposed to serve as a Br+ source.
Pd-catalyzed 5-endo-trig-type cyclization of β,γ-unsaturated carbonyl compounds: An efficient ring closing reaction to give γ-butenolides and 3-pyrrolin-2-ones
Bajracharya, Gan B.,Koranne, Priti S.,Nadaf, Rashid N.,Gabr, Randa Kassem Mohamed,Takenaka, Kazuhiro,Takizawa, Shinobu,Sasai, Hiroaki
supporting information; experimental part, p. 9064 - 9066 (2011/02/16)
The 5-endo-trig-type cyclization has been performed using a Pd-bis(isoxazoline) catalyst. The present cyclization of β,γ- unsaturated carbonyl compounds gave γ-butenolides and 3-pyrrolin-2-ones in good to excellent yields.
A NEW SYNTHETIC METHOD FOR γ-BUTYROLACTOLS BY THE PALLADIUM-CATALYZED REGIOSELECTIVE OXIDATION OF 1-ALKEN-4-OLS
Nokami, Junzo,Ogawa, Hideki,Miyamoto, Shinya,Mandai, Tadakatsu,Wakabayahi, Shoji,Tsuji, Jiro
, p. 5181 - 5184 (2007/10/02)
3-substituted 1-alken-4-ols were oxidized with PdCl2-benzoquinone regioselectively at the terminal carbon to afford cyclic hemiacetals (γ-butyroacetols), which were converted to γ-butiroacetones by the Jones oxidation.This reactions was applied to the synthesis of optically active deoxyribose and γ-butenolides.
