The total synthesis of (+)-ryanodol. Part I. General strategy and search for a convenient diene for the construction of a key tricyclic intermediate
1990; NRC Research Press; Volume: 68; Issue: 1 Linguagem: Inglês
10.1139/v90-021
ISSN1480-3291
AutoresPierre Deslongchamps, André Bélanger, Daniel Berney, H.‐J. BORSCHBERG, Robert Brousseau, Alain Doutheau, Robert Durand, Hajime Katayama, Richard Lapalme, Dominique M. Leturc, Chun‐Chen Liao, Frederick N. MacLachlan, Jean‐Pierre Maffrand, Fabrizio Marazza, Robert Martino, Claude Moreau, Luc Ruest, Louiselle Saint-Laurent, Roger Saintonge, Pierre Soucy,
Tópico(s)Chemical synthesis and alkaloids
ResumoThis paper reports a retrosynthetic analysis that led to the conception of a synthetic strategy for the construction of ryanodol (2). The preparation of a key diene, i.e., spirolactone dienone 47 (19 → 31 → 33 → 48 → 49 → 52 → 47), and its Diels–Alder reaction with methyl vinyl ketone are reported. Keywords: strategy, synthesis, ryanodol, diterpene.
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