A new, chiral aminoanthracene for the Diels–Alder/retro-Diels–Alder sequence in lactam and butenolide synthesis
2005; Elsevier BV; Volume: 46; Issue: 14 Linguagem: Inglês
10.1016/j.tetlet.2005.02.046
ISSN1873-3581
AutoresAmitav Sanyal, Qian Yuan, John K. Snyder,
Tópico(s)Chemical synthesis and alkaloids
Resumo9-(2-Phenylethyl)aminoanthracene has been prepared and used as a template in the Diels–Alder/retro-Diels–Alder sequence to produce α,β-butenolides and α,β-unsaturated lactams. In this sequence the aminoanthracene serves as a stereo- and regiocontrolling chaperone in guiding maleic anhydride or N-alkylmaleimides through transformations to the butenolide or lactam targets.
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