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First total synthesis of (±)-floribundane B: An approach based on Johnson-Claisen rearrangement of a Morita-Baylis-Hillman adduct |
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| Authors: | Diana Meneses Souza Luciana Lucas Machado Angelo Henrique Lira Machado |
| Institution: | 1. Instituto de Química, Universidade de Brasília, Campus Darcy Ribeiro, 70910-900 Brasília, DF, Brazil;2. Universidade Federal do Oeste da Bahia, Centro das Ciências Exatas e das Tecnologias, Laboratório de Catálise, 47805-100 Barreiras, BA, Brazil |
| Abstract: | The first total synthesis of (±)-floribundane B is reported. Johnson-Claisen rearrangement of a Morita-Baylis-Hillman adduct assembled all of the stereochemical features of this secoiridoid. The formal synthesis of (±)-oleocanthal and the synthesis of a chemical constituent of olive press juice is also reported. |
| Keywords: | Corresponding author Iridoid Natural product Sigmatropic rearrangement Tandem |
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