340963-75-9Relevant academic research and scientific papers
Enantioselective synthesis of the AB-ring system of the antitumor antibiotic tetrazomine
Wipf,Hopkins
, p. 3133 - 3139 (2007/10/03)
The synthesis of the 1,2,3,4-tetrahydroisoquinoline moiety of tetrazomine was accomplished in 18 steps and in 3% overall yield from commercially available o-anisaldehyde. The reaction sequence utilizes a Sharpless asymmetric dihydroxylation to install the stereocenter and an intramolecular Friedel-Crafts hydroxyalkylation with an N-protected 2-oxo-acetamide to close the heterocyclic ring.
