Novel oxepane formation by TiCl4-catalyzed nucleophilic cleavage of 1- alkoxymethyl-6,8-dioxabicyclo[3.2.1]octanes

Tetrahedron

Volumn 56, Issue 8, 2000, Pages 1065-1080

  Fujiwara, Kenshu ^a   Amano, Arika ^a   Tokiwano, Tetsuo ^a   Murai, Akio ^a  

^a HOKKAIDO UNIVERSITY   (Japan)

Author keywords

Bicyclic heterocyclic compounds; Cleavage reactions; Ethers; Oxepanes

Indexed keywords

ACETAL; BICYCLO[3.2.1]OCTANE DERIVATIVE; OXEPANE DERIVATIVE; TITANIUM DERIVATIVE;

ARTICLE; CATALYSIS; CHEMICAL REACTION; CHEMICAL STRUCTURE; PRIORITY JOURNAL; REACTION ANALYSIS; SYNTHESIS;

EID: 0034681414     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(00)00009-0     Document Type: Article

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25. 4 were used in the case of 4b or 4d, the amount of recovered starting 4b or 4d increased (4b: 3%, 4d: 70%), while the selectivity of oxepane in each case remained unchanged.
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32. Position numberings of cyclic ethers (30, 31, 32, 33, 36, 37, 38, and 39) in NMR data are specified in Figs. 1-3.