144264-99-3Relevant academic research and scientific papers
Radical Reactions of Bicycloheptan-3-spiro-2'-oxiranes
Bowman, W. Russell,Brown, David S.,Burns, Catherine A.,Marples, Brian A.,Zaidi, Naveed A.
, p. 6883 - 6896 (1992)
Tributyltin hydride reduction of 2-bromo- and 2-keto-bicycloheptan-3-spiro-2'-oxiranes gives ring opening of the oxirane-ringes via intermediate 3-(spiro-2'-oxiranyl)bicycloheptan-2-yl radicals, whereas reduction of the analogous 2-(thiocarbonyl)imidazolides) unusually yields the 2-methoxy derivatives and does not proceed by the expected normal fragmentation to yield 3-(spiro-2'-oxiranyl)bicycloheptan-2-yl radicals and subsequent ring-opening of the oxirane rings.
