The preparation of optically active (S)-(+)-4-(2-propenyl)[2.2] paracyclophane 1b is described. Cycloaddition reactions of this diene with N-phenylmaleimide 2 and maleic anhydride 5 were carried out under high pressure conditions. The cycloadducts were converted into optically active heterohelicenophanes. A systematic 1H and 13C NMR spectroscopic analysis of the reaction products is also presented. © 2003 Elsevier Ltd. All rights reserved.
Synthesis of enantiopure helical cyclophanes containing five-membered heterocyclic rings
MINUTI, Lucio;TATICCHI, Aldo;LANARI, DANIELA;MARROCCHI, Assunta;
2003
Abstract
The preparation of optically active (S)-(+)-4-(2-propenyl)[2.2] paracyclophane 1b is described. Cycloaddition reactions of this diene with N-phenylmaleimide 2 and maleic anhydride 5 were carried out under high pressure conditions. The cycloadducts were converted into optically active heterohelicenophanes. A systematic 1H and 13C NMR spectroscopic analysis of the reaction products is also presented. © 2003 Elsevier Ltd. All rights reserved.File in questo prodotto:
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