Engaging Allene-Derived Zwitterions in an Unprecedented Mode of Asymmetric [3+2]-Annulation Reaction.

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ID: 31321
2016
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Abstract
Catalytic addition of chiral phosphine, that is, (R)- or (S)-SITCP, to an α-substituted allene ester generated a zwitterionic dipole. Under optimized reaction conditions, this dipole could engage isatine-derived N-Boc-ketimines in a novel mode of [3+2] annulation reaction. Pyrrolinyl spirooxindoles are thus afforded in high yields and with excellent enantioselectivities. The unprecedented annulation reaction successfully facilitated the construction of sp(3) -rich and highly substituted 3,2'-pyrrolidinyl spirooxindoles supporting many chiral centers.
Reference Key
sankar2016engagingangewandte Use this key to autocite in the manuscript while using SciMatic Manuscript Manager or Thesis Manager
Authors Sankar, Muthukumar G;Garcia-Castro, Miguel;Golz, Christopher;Strohmann, Carsten;Kumar, Kamal;
Journal angewandte chemie (international ed in english)
Year 2016
DOI
10.1002/anie.201603936
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Keywords Keywords not found

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