20846-99-5Relevant academic research and scientific papers
Sulfonium Salts of Iodine(I) Species as Efficient Reagents for the Regioselective Bisfunctionalisation of Glycals and Enol Ethers
Reddy, Thurpu Raghavender,Rao, Dodla Sivanageswara,Babachary, Kalvacherla,Kashyap, Sudhir
, p. 291 - 301 (2016)
A new sulfonium-salt-based iodine(I) reagent system for the vicinal functionalisation of glycals and enol ethers has been developed. The unprecedented iodine(I) complex, Me3SI(OAc)2, generated in situ from Me3SI and PhI(OAc)2, effectively promoted the one-pot iodocarboxylation using carboxylic acids, and iodoazidation using NaN3 or TMSN3 (trimethylsilyl azide). The scope and generality of the new reagent was probed for a wide range of substrates, including various substituted aromatic carboxylic acids, heterocyclic, alicyclic, and aliphatic carboxylic acids, and amino acids to obtain various functionalised glycoconjugates in high yields (99 %) and with diastereoselectivities up to 100 %. A new sulfonium-salt-based iodine(I) reagent system has been developed for the vicinal functionalisation of glycals and enol ethers. The unprecedented iodine(I) complex generated in situ from Me3SI and PhI(OAc)2 effectively promoted iodocarboxylation and iodoazidation reactions in excellent yields and with diastereoselectivities up to 100 %.
