697-28-9Relevant academic research and scientific papers
Enantioselective epoxidation of nonconjugated cis-olefins by chiral dioxirane
Burke, Christopher P.,Shi, Yian
supporting information; experimental part, p. 5150 - 5153 (2009/12/28)
A variety of nonconjugated cis-olefins has been enantioselectively epoxidized with chiral ketones 2, and up to 92% ee has been obtained. The two prochiral faces of an olefin are likely stereodifferentiated by the relative hydrophobicity of the olefin substituents and/or allylic oxygen functionality.
Fragmentation of nitrone triflates to 9-membered rings
Murphy, John A.,Mahesh, Mohan,McPheators, Gary,Vijaya Anand,McGuire, Thomas M.,Carlinga, Robert,Kennedy, Alan R.
, p. 3233 - 3236 (2008/02/11)
A new fragmentative rearrangement of nitrone derivatives to form 9-membered rings is reported. The fragmentations are triggered when nitrones are treated with triflic anhydride; a C-C bond antiperiplanar to the cleaving N-O bond is activated either by an oxygen lone pair or by an electron-rich aromatic ring. In the former case, further cyclization of the 9-membered intermediate leads to a rearranged condensed ring system, but when triggered by arenes, 9-membered ring amides are isolated.
Electro-reductive cleavage of some tosylhydrazones in the presence of oxygen
Singh, Manorama,Singh, Krishna Nand,Misra, Ram Achal
, p. 173 - 176 (2007/10/02)
The superoxide ion induced fragmentation of tosylhydrazones of p-anisaldehyde (1a) 4-(dimethylamino)benzaldehyde (1b), 2-methylcyclohexanone (1c), 2,2-dimethylcyclohexanone (1d), spirodecan-6-one (1e) and 1-indanone (1f) at mercury catode in DMF affords the olefinic products (2a-f) in good yields.
