A facile C-C bond cleavage in the epoxides and its use for the synthesis of oxygenated heterocycles by a ring expansion strategy

Organic Letters

Volumn 4, Issue 3, 2002, Pages 451-454

  Lakshmipathi, Pandarinathan ^a   Grée, Danielle ^a   Grée, René ^a  

^a UNIV RENNES   (France)

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EID: 19044369370     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol017164k     Document Type: Article

References (20)

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18. 19F NMR spectroscopy presents a very convenient way to monitor these reactions.
19. Under these conditions we did not observe any 2,6-hydride shift such as reported previously in the solvolytic studies (see ref 6d).
20. It should be noted that during the hydrolysis of acyclic trans epoxy carbinyl brosylates, only epoxy alcohols were isolated and no trace of products from the C-C bond cleavage (see ref 6d, p 428).