142740-11-2Relevant academic research and scientific papers
Efficient Synthesis of O - Tert -Propargylic Oximes via Nicholas Reaction
Nakamura, Itaru,Shiga, Keigo,Suzuki, Mao,Terada, Masahiro
supporting information, p. 3461 - 3465 (2020/08/10)
A synthetic protocol to access O - tert -propargylic oximes derived from tertiary propargylic alcohols was established via Nicholas reaction. Thus, BF 3·OEt 2-mediated reaction between the dicobalt hexacarbonyl complex of tert -propargylic alcohols and p -nitrobenzaldoxime followed by decomplexation with cerium(IV) ammonium nitrate afforded the corresponding O - tert -propargylic oximes in good to high yields. The obtained O - tert -propargylic oximes were effectively converted into heterocycles, such as four-membered cyclic nitrones, oxazepines, and isoxazolines, by using π-Lewis acidic catalysts.
DEOXYGENATION OF ACETYLENIC CARBINOLS. REDUCTION OF COBALT CARBONYL ADDUCTS WITH BORANE-METHYL SULFIDE AND TRIFLUOROACETIC ACID
McComsey, David F.,Reitz, Allen B.,Maryanoff, Cynthia A.,Maryanoff, Bruce E.
, p. 1535 - 1550 (2007/10/02)
Diverse acetylenic carbinols were deoxygenated in 35-85percent yield by reduction of their dicobalt hexacarbonyl complexes with borane-methyl sulfide and trifluoroacetic acid.
