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Arylation of β-methallyl alcohol catalyzed by Pd(OAc)2 in combination with P(t-Bu)3: application to fragrance synthesis by Alberto Scrivanti; Matteo Bertoldini; Valentina Beghetto; Ugo Matteoli is a Chemistry article available to read on EtoBox.

What is Arylation of β-methallyl alcohol catalyzed by Pd(OAc)2 in combination with P(t-Bu)3: application to fragrance synthesis about?

Pd(OAc) 2 in combination with P(t-Bu) 3 catalyzes the coupling of b-methallyl alcohol with 1-bromo-3,4-(methylenedioxy)benzene (1a), 1-bromo-4-methoxybenzene (1b), or 1-bromo-4-tert-butylbenzene (1c). The reaction affords the corresponding 2-methyl-3-aryl-propanals, which are valuable floral fragrances. With 1a or 1b high reaction rates are obtained at 130 C using NMP/water mixtures and an inorganic base such as Na 2 CO 3 . The chemoselectivity of the reaction is almost complete, so that the process appears practically feasible. In contrast, the coupling of b-methallyl alcohol with 1c proceeds with low reaction rates.

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Author

Alberto Scrivanti; Matteo Bertoldini; Valentina Beghetto; Ugo Matteoli

Publisher

Elsevier Science; Elsevier ; Elsevier Ltd.; Elsevier BV (ISSN 0040-4020)

Published

2008

Language

EN

Field

Chemistry (Physical Sciences)