113122-89-7Relevant academic research and scientific papers
A Novel Synthesis of 2-Acyl Cyclic Ethers and 3-Keto Cyclic Ethers Including Spiro Cyclic Ethers via Intramolecular Ring-Opening of α,β-Epoxy Sulfoxides with Hydroxyl Group
Satoh, Tsuyoshi,Iwamoto, Ken-ichi,Sugimoto, Atsushi,Yamakawa, Koji
, p. 2109 - 2116 (2007/10/02)
The α,β-epoxy sulfoxides 1 and 2 bearing a ω-oxyalkyl group were synthesized from ω-oxyalkyl carbonyl compounds and 1-chloroalkyl phenyl sulfoxide.The intramolecular ring opening of the oxirane ring of these α,β-epoxy sulfoxides, through an attack of the terminal hydroxyl group, gave 2-acyl cyclic ethers or 3-keto cyclic ethers, including spiro-type cyclic ethers.This procudure is applicable to the preparation of five- and six-membered cyclic ethers.
INTRAMOLECULAR RING CLOSURE OF α,β-EPOXY SULFOXIDES WITH HYDROXYL GROUP: A NOVEL SYNTHESIS OF 2-ACYL CYCLIC ETHERS AND 3-KETO CYCLIC ETHERS
Satoh, Tsuyoshi,Iwamoto, Ken-ichi,Yamakawa, Koji
, p. 2603 - 2606 (2007/10/02)
Exo-trigonal-type intramolecular ring closure of the α,β-epoxy sulfoxides with hydroxyl group gave 2-acyl cyclic ethers (5, 6, and 13 membered rings) in good yields.In contrast to this, endo-trigonal-type ring closure of the α,β-epoxy sulfoxides was rather difficult.
