Two steps is the rule: A concise synthesis of versatile α′-methoxy-γ-pyrones (see scheme) is described that uses an innovative desymmetrization of α,α′-dimethoxy-γ-pyrone, relying upon conjugate addition of nucleophiles. This new strategy is applied to the preparation of α-methyl- and α-carboxaldehyde-α′-methoxy-γ-pyrones and to a short synthesis of verticipyrone.

A Concise Route to alpha '-Methoxy-gamma-pyrones and Verticipyrone Based Upon the Desymmetrization of alpha,alpha '-Dimethoxy-gamma-pyrone

PRANDI, Cristina;
2010-01-01

Abstract

Two steps is the rule: A concise synthesis of versatile α′-methoxy-γ-pyrones (see scheme) is described that uses an innovative desymmetrization of α,α′-dimethoxy-γ-pyrone, relying upon conjugate addition of nucleophiles. This new strategy is applied to the preparation of α-methyl- and α-carboxaldehyde-α′-methoxy-γ-pyrones and to a short synthesis of verticipyrone.
2010
16
11229
11232
http://onlinelibrary.wiley.com/doi/10.1002/chem.201001780/abstract;jsessionid=54641BE261669A743AF3401E8D0350BF.d03t01?systemMessage=There+will+be+a+release+of+Wiley+Online+Library+scheduled+for+Saturday+27th+November+2010.+Access+to+the+website+will+be+disrupted+as+follows%3A+New+York+0630+EDT+to+0830+EDT%3B+London+1130+GMT+to+1330+GMT%3B+Singapore+1930+SGT+to+2130+SGT
* desymmetrization; * heterocycles; * metathesis; * pyrones; * synthetic methods
Michaël De Paolis; Helèna Rosso; Matthias Henrot; Cristina Prandi; Florent d'Herouville; Jacques Maddaluno
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2318/78715
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