246872-15-1Relevant articles and documents
Synthesis of New Tyrosol-Based Phosphodiester Derivatives: Effect on Amyloid β Aggregation and Metal Chelation Ability
Romanucci, Valeria,Giordano, Maddalena,De Tommaso, Gaetano,Iuliano, Mauro,Bernini, Roberta,Clemente, Mariangela,Garcia-Vi?uales, Sara,Milardi, Danilo,Zarrelli, Armando,Di Fabio, Giovanni
, p. 1172 - 1183 (2021)
Alzheimer's disease (AD) is a multifactorial pathology that requires multifaceted agents able to address its peculiar nature. Increasing evidence has shown that aggregation of amyloid β (Aβ) and oxidative stress are strictly interconnected, and their modu
NHC catalyzed enantioselective Coates-Claisen rearrangement: A rapid access to the dihydropyran core for oleuropein based secoiridoids
Vedachalam, Seenuvasan,Murugesh, Nithya,Chakraborty, Priyanka,Karvembu, Ramasamy,Liu, Xue-Wei
, p. 1832 - 1839 (2018/02/09)
We present the short synthesis of the suitably functionalized enantioselective dihydropyran core of secoiridoids using an N-heterocyclic carbene (NHC) catalyzed Coates-Claisen rearrangement mechanism. The key steps of the synthesis are (i) the highly enantioselective NHC catalyzed Coates-Claisen rearrangement for the dihydropyran core, (ii) the assembly of the target dihydropyran core structure of oleuropein from a highly diastereoselective exocyclic trans alkene, and (iii) the highly stereoselective assembly of a monoterpene elenolide core structure.
Short synthesis of phenylpropanoid glycosides calceolarioside-B and eutigoside-A
Khong, Duc Thinh,Judeh, Zaher M.A.
, p. 109 - 111 (2016/12/23)
A convenient 4-step synthesis of calceolarioside-B 1 and eutigoside-A 2 in high overall yield is described. The key step involved the regioselective, Me2SnCl2-catalyzed O-6 acylation of unprotected 2-phenylethyl-β-D-glucosides 5a–b with cinnamoyl chlorides 6a–b in excellent yields. Acylation at O-6 is selective with the acid chlorides used. This work serves as a model for the convenient synthesis of phenylpropanoid glycosides acylated at O-6.
