186422-62-8Relevant articles and documents
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Geissman,T.A.,Waiss,A.C.
, p. 139 - 142 (1962)
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Synthesis of (R)- and (S)-3-(tert-butyldimethylsilyloxy)-1-pyrroline N- oxides - Chiral nitrones for synthesis of biologically active pyrrolidine derivative, Geissman-Waiss lactone
Murahashi, Shun-Ichi,Ohtake, Hiroaki,Imada, Yasushi
, p. 2765 - 2766 (2007/10/03)
Tungstate-catalyzed oxidation of O-tert-butyldimethylsilyl (O-TBDMS) protected (R)-3-hydroxypyrrolidine ((R)2), derived from trans-4-hydroxy-L- proline, gave O-TBDMS protected (R)-3-hydroxy-1-pyrroline N-oxide ((R)1), which is a new chiral precursor for the synthesis of Geissman-Waiss lactone. The enantiomeric nitrone (S)-1 was also prepared by the oxidation of (S)-2 derived from L-malic acid.
Cycloaddition Reaction of Cyclic Enecarbamates and Enamides With Ketenes. A Short and Efficient Synthesis of the Geissman-Waiss Lactone.
Faria, Antonio R. de,Matos, Carlos Roberto R.,Correia, Carlos Roque D.
, p. 27 - 30 (2007/10/02)
The synthesis of several 2-aza-bicycloheptan-6-ones has been achieved in a regiospecific manner through a cycloaddition reaction between five-membered cyclic enecarbamates and enamides and free ketenes.The synthetic potential of this new meth