398142-10-4Relevant academic research and scientific papers
Reagent-controlled stereoselective iodolactonizations
Haas, Juergen,Piguel, Sandrine,Wirth, Thomas
, p. 297 - 300 (2002)
Chemical equation presented Iodocyclizations are important transformations and among stereocontrolled iodocyclizations mostly substrate-controlled versions using a chiral auxiliary have been successfully investigated. This work reports on stereoselective
Intramolecular fluorocyclizations of unsaturated carboxylic acids with a stable hypervalent fluoroiodane reagent
Geary, Gemma C.,Hope, Eric G.,Stuart, Alison M.
supporting information, p. 14911 - 14914 (2016/02/05)
A new class of fluorinated lactones was prepared by the intramolecular fluorocyclizations of unsaturated carboxylic acids by using the stable fluoroiodane reagent in combination with AgBF4. This unique reaction incorporates a cyclization, an aryl migration, and a fluorination all in one step. The fluoroiodane reagent, prepared easily from fluoride, can also be used without a metal catalyst to give moderate yields within just 1 hour, thus demonstrating that it is a suitable reagent for developing new 18F-labelled radiotracers for PET imaging. All in one: A new class of lactones containing a tertiary alkyl fluoride was prepared in high yields by using a stable fluoroiodane reagent. This unique reaction incorporates a cyclization, an aryl migration, and a fluorination all in one step.
Asymmetric bromolactonization using amino-thiocarbamate catalyst
Zhou, Ling,Tan, Chong Kiat,Jiang, Xiaojian,Chen, Feng,Yeung, Ying-Yeung
supporting information; experimental part, p. 15474 - 15476 (2011/02/21)
A novel amino-thiocarbamate-catalyzed bromolactonization of unsaturated carboxylic acids has been developed. The scope of the reaction is evidenced by 22 examples of γ-lactones with up to 99% yield and 93% ee. The protocol was applied in the enantioselective synthesis of the key intermediates of VLA-4 antagonists.
Iodine monochloride-amine complexes: An experimental and computational approach to new chiral electrophiles
Haas, Juergen,Bissmire, Stewart,Wirth, Thomas
, p. 5777 - 5785 (2007/10/03)
Lactonizations are important steps in many synthetic sequences. Sub-strate-controlled reactions that use chiral auxiliaries or chiral alkenes have already been studied in depth. This study focuses on stereoselective reagent-controlled iodolactonizations,
