Methyl 3-bromomethyl-3-butenoate as an isopentane building block for the stereoselective preparation of (S)-4-methyl-3,6-dihydro-2H-pyran-2-carbaldehyde and (+)-faranal |
| |
Authors: | Iryna V Mineyeva |
| |
Institution: | Department of Organic Chemistry, Belarusian State University, Nezavisimosti Av. 4, Minsk 220030, Belarus |
| |
Abstract: | (S)-4-Methyl-3,6-dihydro-2H-pyran-2-carbaldehyde (3), the common intermediate in the syntheses of the C17-C27 subunit of laulimalide (4) and (+)-faranal (5), the trail pheromone of the pharaoh ant, Monomorium pharaonis, were obtained via transformation of methyl 3-bromomethyl-3-butenoate (1) into allylstannane 2 and subsequent allylation of (benzyloxy)acetaldehyde (6) in accordance with the Keck procedure as the key steps. |
| |
Keywords: | Cyclopropanols Allyl halides (+)-Faranal Ring opening Asymmetric synthesis |
本文献已被 ScienceDirect 等数据库收录! |
|