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1-Oxa-3-cyclooctin (1990)

Meier, Herbert ; Stavridou, Evaggelia ; Roth, Silke ; [et al.]

Weinheim : Wiley-Blackwell

Berichte der deutschen chemischen Gesellschaft 123 (1990), S. 1411-1414

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ISSN: 0009-2940

Keywords: Oxacyclooctynes ; Ring strain ; Selenadiazole fragmentation ; Calculations, MNDO ; Chemistry ; Inorganic Chemistry

Source: Wiley InterScience Backfile Collection 1832-2000

Topics: Chemistry and Pharmacology

Notes: 1-Oxa-3-cyclooctyneAccording to an MNDO calculation, 1-oxa-cyclooctyne (13) and 1-oxa-3-cyclooctyne (14) are 8-membered heterocyclic ring systems with high steric energy (ring strain). On the basis of THF (1) and acetoacetic ester (4), a multi-step synthesis is described for 14. The triple bond is introduced in the last step by a thermal fragmentation of the 1,2,3-selenadiazole 12.

Additional Material: 1 Ill.

Type of Medium: Electronic Resource

URL: http://dx.doi.org/10.1002/cber.19901230634

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