A new, chiral aminoanthracene for the Diels-Alder/retro-Diels-Alder sequence in lactam and butenolide synthesis |
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| Authors: | Amitav Sanyal |
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| Institution: | Department of Chemistry, and the Center for Methodology and Library Development, Boston University, 590 Commonwealth Ave., Boston, MA 02215, USA |
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| Abstract: | 9-(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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| Keywords: | Anthracene Retro-Diels-Alder Butenolide Lactam Asymmetric cycloaddition |
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