A novel α-hydroxydihydrochalcone from the heartwood of Pterocarpus angolensis D.C.: absolute configuration, synthesis, photochemical transformations, and conversion into α-methyldeoxybenzoins
- 1 January 1981
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 1,p. 263-269
- https://doi.org/10.1039/p19810000263
Abstract
The absolute configuration of (αR)-α,2′-dihydroxy-4,4′-dimethoxydihydrochalcone from the heartwood of Pterocarpus angolensis D.C. is established. Its structure is substantiated by synthesis and by photochemical conversion of its α-O-tosyl derivative into an α-tosyloxymethyldeoxybenzoin and hence to the α-methyldeoxybenzoin analogue. The photochemical step also leads, amongst others, to α-hydroxymethyldeoxybenzoin, β-hydroxydihydrochalcone, and 2-benzylbenzofuran-3-one analogues depending on the conditions of the photolysis.This publication has 1 reference indexed in Scilit:
- Novel α-methyldeoxybenzoins from the heartwood of Pterocarpus angolensis D.C.: absolute configuration and conformation of the first sesquiterpenylangolensis, and X-ray crystal structure of 4-O-α-cadinylangolensinJournal of the Chemical Society, Perkin Transactions 1, 1980