Lewis acid catalyzed [1,3]-sigmatropic rearrangement of vinyl aziridines
(Chemical Equation Presented) This paper details the copper-catalyzed ring expansion of vinyl aziridines to 3-pyrrolines. Broad substrate scope (24 examples) using tosyl-and phthalimide-protected vinyl aziridine substrates is observed. Cu(hfacac)2/s
Brichacek, Matthew,Lee, Dongeun,Njardarson, Jon T.
supporting information; scheme or table
p. 5023 - 5026
(2009/05/31)
Synthesis of Two Naturally Occuring Diastereomeric Dihydroxyprolines: 2,3-trans-3,4-trans-3,4-Dihydroxy-L-proline and 2,3-cis-3,4-trans-3,4-Dihydroxy-L-proline
Starting from 2-pyrrolecarboxylic acid the N-Boc derivative 6 is resolved into its optically active constituents by crystalisation with R(+)-1-(4-nitrophenyl)ethaneamin.The N-tosyl-3,4-dehydro-L-proline methyl ester (L-7) derived from this is converted by
Kahl, Jens-Uwe,Wieland, Theodor
p. 1445 - 1450
(2007/10/02)
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