120626-55-3Relevant academic research and scientific papers
Synthesis of 5-alkylidene-2,5-dihydropyrrol-2-ones based on cyclizations of 1,3-bis(trimethylsilyloxy)-1,3-butadienes with oxalyl chloride
Haase, Christian,Langer, Peter
scheme or table, p. 4530 - 4539 (2009/10/02)
The acid-mediated reaction of amines with γ-alkylidenebutenolides, readily available by cyclization of 1,3-bis(silyloxy)-1,3-butadienes with oxalyl chloride, allows a convenient synthesis of a variety of 5-alkylidene-2,5-dihydropyrrol-2-ones. The configur
Convenient preparation of 5-alkylidene-2,5-dihydropyrrol-2-ones by ring-transformations of γ-alkylidenebutenolides: Formal synthesis of pukeleimide A
Haase, Christian,Langer, Peter
, p. 453 - 456 (2007/10/03)
The reaction of γ-alkylidenebutenolides, readily available by cyclization of 1,3-bis-silyl enol ethers with oxalyl chloride, with amines in glacial acetic acid allows a convenient synthesis of 5-alkylidene-2,5- dihydropyrrol-2-ones. This method was applie
Suzuki cross-coupling reactions of γ-alkylidenebutenolides: Application to the synthesis of vulpinic acid
Ahmed, Zafar,Langer, Peter
, p. 3753 - 3757 (2007/10/03)
α-Hydroxy-γ-alkylidenebutenolides were efficiently functionalized by Suzuki cross-coupling reactions via the corresponding enol triflates. The natural product vulpinic acid was prepared by this methodology.
Synthesis of enol lactones under a solid/liquid phase transfer Wittig reaction
Zhu,Kayser
, p. 1179 - 1186 (2007/10/02)
A variety of enol lactones can be prepared through simple and inexpensive solid/liquid phase Wittig condensations of cyclic anhydrides with phosphonium salts.
NEIGHBOURING GROUP EFFECTS ON REGIOSELECTIVITY OF WITTIG REACTIONS WITH MALEIC ANHYDRIDES
Kayser, Margaret M.,Breau, Livain
, p. 6203 - 6206 (2007/10/02)
Condensations of stabilized Wittig reagent 1 with a variety of substituted maleic anhydrides are discussed.It is proposed that the alkoxy substituents can act as Lewis bases towards the phosphorus of the ylid.Such complexation, stabilizing the transition state for the reaction at the neighbouring carbonyl function, is an important factor in regioselectivity control.
