Chavre, Satish N. Choo, Hyunah Cha, Joo Hwan Pae, Ae Nim Choi, Kyung Il Cho, Yong Seo 2024-01-21T02:34:09Z 2024-01-21T02:34:09Z 2021-09-01 2006-08-03 1523-7060 https://pubs.kist.re.kr/handle/201004/135247 5-Exocyclic products, 2,3,5-trisubstituted tetrahydrofurans, were synthesized from homopropargylic alcohols with terminally substituted alkynes and various aldehydes via Prins-type cyclization. It is of interest that the exocyclic vinyl cation generated as a result of Prins-type cyclization could be trapped as a vinyl triflate when CH2Cl2 was used as a solvent, whereas in ethereal solution the vinyl cation underwent hydrolysis to give the corresponding ketone product. English AMER CHEMICAL SOC STEREOCONTROLLED PREPARATION ACID TETRAHYDROPYRAN EPIMERIZATION SUPPRESSION 5-Exocyclic products, 2,3,5-trisubstituted tetrahydrofurans via prins-type cyclization Article 10.1021/ol061528x 1 ORGANIC LETTERS, v.8, no.16, pp.3617 - 3619 ORGANIC LETTERS 8 16 3617 3619 scie scopus 000239309900052 2-s2.0-33747287143 Chemistry, Organic Chemistry Article STEREOCONTROLLED PREPARATION ACID TETRAHYDROPYRAN EPIMERIZATION SUPPRESSION tetrahydrofuran 5-exocyclic prins type cyclization