@article{08b9f00a9ddd42cabd811d44251f37b6,
title = "Asymmetric Diels–Alder reaction between furans and propiolates",
abstract = "We report the first asymmetric Diels–Alder reaction between furan and propiolates. Propiolate, a dienophile, was equipped with an Evans{\textquoteright} auxiliary and a sulfonyl group to control and facilitate diastereoselective cycloaddition. Treatment with furan as a diene and aluminium Lewis acid afforded a 7-oxabicyclo[2.2.1]heptadiene skeleton diastereoselectively. The origin of diastereoselectivity can be explained by chelation of aluminium center to carbonyl groups and oxygen of furan. Friedel–Crafts-type products were obtained when pyrrole was used as diene.",
keywords = "Diels–Alder reaction, Furan, Propiolate",
author = "Akihiro Ogura and Taisuke Ito and Koujiro Moriya and Hiroki Horigome and Takao, {Ken ichi}",
note = "Funding Information: This research was supported by JSPS KAKENHI Grant Number 19 K15571, the Tobe Maki Scholarship Foundation, Keio Gijuku Academic Development Funds, and Keio Leading-edge Laboratory of Science and Technology for financial support. Publisher Copyright: {\textcopyright} 2021 Elsevier Ltd",
year = "2021",
month = may,
day = "25",
doi = "10.1016/j.tetlet.2021.153075",
language = "English",
volume = "72",
journal = "Tetrahedron Letters",
issn = "0040-4039",
publisher = "Elsevier Limited",
}