Synthesis 2000; 2000(14): 2113-2116
DOI: 10.1055/s-2000-8711
special topic
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Synthetic Studies Toward caphalotaxine: Functionalization of Tertiary N-Acylhemiaminals by Nazarov Cyclization

Se-Ho Kim* , Jin Kun Cha
  • *Department of Chemistry, The University of Alabama, Tuscaloosa, AL 35487, USA; Fax +1(205)3 48 91 04; E-mail: [email protected]
Further Information

Publication History

Publication Date:
31 December 2000 (online)

Functionalization of bicyclic N-acylhemiaminals, which are readily available by titanium-mediated intramolecular coupling of vinyl-tethered imides, has been achieved by use of the Nazarov cyclization to construct the carbon-carbon bond at the quaternary center. This synthetic strategy allows rapid entry to the key structural elements of cephalotaxine.