Tetrahedron Letters p. 2803 - 2804 (1997)
Update date:2022-08-11
Topics:
Vogt, Paul F.
Hansel, Jan-Gerd
Miller, Marvin J.
An asymmetric hetero-Diels-Alder reaction involving an amino acid-derived acylnitroso dienophile was utilized to synthesize (1S, 4R)-4-[N-(tert-butoxycarbonyl)amino]-2-cyclopentene-1-ol (4). The amino acid chiral auxiliary was removed by the Edman degradation. This enantiomerically pure aminoalcohol is a key intermediate in the synthesis of 5'-nor carbocyclic nucleosides.
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