A new tetrahydrofurannulation via̲ tandem radical cyclisation reaction-reductive deoxygenation sequence

Srikrishna, A. ; Viswajanani, R. ; Yelamaggad, C. V. (1995) A new tetrahydrofurannulation via̲ tandem radical cyclisation reaction-reductive deoxygenation sequence Tetrahedron Letters, 36 (7). pp. 1127-1128. ISSN 0040-4039

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Official URL: http://linkinghub.elsevier.com/retrieve/pii/004040...

Related URL: http://dx.doi.org/10.1016/0040-4039(94)02412-5

Abstract

Treatment of bromoketals 2̲, derived from allyl alcohols 1̲, with tributyltin chloride, sodium cyanoborohydride and AIBN furnishes the tetrahydrofurannulated products 3̲ via̲ a 5-exo̲-trig radical cyclisation reaction followed by reductive cleavage of ketal 4̲.

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