132859-10-0Relevant academic research and scientific papers
Influence of geminal disubstitution on samarium diiodide induced reductive cyclizations of γ-aryl ketones
Niermann, André,Reissig, Hans-Ulrich
, p. 525 - 528 (2011)
Geminal disubstitution at the alkyl chain of γ-aryl ketones significantly influences the efficacy of samarium diiodide induced cyclizations providing significantly higher yields. β,β-Disubstituted aryl ketones 11a-e and γ,γ-disubstituted aryl ketone 14 could be converted into the corresponding hexahydronaphthalene derivatives in good yields. On the other hand, α,α-disubstituted ketone 9 only gave the secondary alcohol 10 along with recovered starting material. Aryl ketones containing substituents with hetero-atoms could also be cyclized in high yields and substrates such as 11d with sterically demanding cyclic substituents efficiently afforded spiro compounds. Georg Thieme Verlag Stuttgart.
