Showing papers by "Deevi Basavaiah published in 2004"
TL;DR: In this article, a simple, convenient and one-pot transformation of the acetates of Baylis-Hillman adducts into substituted γ-lactams, that is, (E)-5-alkyl-3-arylidenepyrrolidin-2-ones via treatment with nitroalkanes in the presence of a base, followed by reductive cyclization, using Fe/AcOH, is described.
66 citations
TL;DR: A novel reaction involving tandem construction of C-N and C-C bonds via the simultaneous Ritter and Houben-Hoesch reactions on Baylis-Hillman adducts leading to a convenient, one-pot synthesis of 2-benzazepine derivatives is described.
51 citations
TL;DR: A simple, facile, and one-pot synthesis of functionalized 1,2,3,4-tetrahydroacridines and cyclopenta[b]quinolines from the Baylis-Hillman alcohols is described.
Abstract: A simple, facile, and one-pot synthesis of functionalized 1,2,3,4-tetrahydroacridines and cyclopenta[b]quinolines from the Baylis-Hillman alcohols, i.e., 2-[hydroxy(2-nitroaryl)methyl]cycloalk-2-enones, is described.
43 citations
TL;DR: In this paper, representative chiral catalysts containing the NPO structural framework having (5S)-1,3-diaza-2,phospha-2-oxo-3-phenylbicyclo[3.3.0] octane moiety with amino groups of varying steric requirements on phosphorus, have been synthesized and their applications in the borane-mediated asymmetric reduction of prochiral ketones described.
Abstract: Representative chiral catalysts containing the NPO structural framework having (5S)-1,3-diaza-2-phospha-2-oxo-3-phenylbicyclo[3.3.0]octane moiety with amino groups of varying steric requirements on phosphorus, have been synthesized and their applications in the borane-mediated asymmetric reduction of prochiral ketones described.
32 citations
TL;DR: In this paper, a facile and one-pot synthesis of 2-benzoxepines from Baylis-Hillman adducts via treatment with HCHO in the presence of concd H 2 SO 4, involving tandem construction of C-O and C-C bonds via Prins-type and Friedel-Crafts reactions, is described.
31 citations
TL;DR: In this article, octane has been successfully employed as a chiral catalytic source (4 mol %) for borane-mediated asymmetric reduction of prochiral ketones thus providing the resulting secondary alcohols with up to 96% enantiomeric excess.
Abstract: (5S)-2-[(1R,2R,3S,5R)-2-Hydroxy-2,6,6-trimethylbicyclo[3.1.1]heptan-3-yloxy]-1,3-diaza-2-phospha-2-oxo-3-phenylbicyclo[3.3.0]octane has been successfully employed as a novel chiral catalytic source (4 mol %) for borane-mediated asymmetric reduction of prochiral ketones thus providing the resulting secondary alcohols with up to 96% enantiomeric excess.
28 citations
4 citations
TL;DR: In this article, a simple, convenient and one-pot transformation of the acetates of Baylis-Hillman adducts into substituted γ-lactams, that is, (E)-5-alkyl-3-arylidenepyrrolidin-2-ones via treatment with nitroalkanes in the presence of a base, followed by reductive cyclization, using Fe/AcOH, is described.
Abstract: A simple, convenient and one-pot transformation of the acetates of Baylis-Hillman adducts into substituted γ-lactams, that is, (E)-5-alkyl-3-arylidenepyrrolidin-2-ones via treatment with nitroalkanes in the presence of a base, followed by reductive cyclization, using Fe/AcOH, is described.
4 citations
1 citations
TL;DR: In this paper, a novel reaction involving tandem construction of C-N and C-C bonds via the simultaneous Ritter and Houben-Hoesch reactions on Baylis-Hillman adducts leading to a convenient, one-pot synthesis of 2-benzazepine derivatives is described.
Abstract: A novel reaction involving tandem construction of C–N and C–C bonds via the simultaneous Ritter and Houben–Hoesch reactions on Baylis–Hillman adducts leading to a convenient, one-pot synthesis of 2-benzazepine derivatives is described. A facile stereoselective transformation of the Baylis–Hillman adducts into (E)- and (Z)-allyl amides is also presented.