Chemistry graduates have much scope to use their knowledge in a range of research sectors, including roles within chemical engineering, chemical and related industries, healthcare and more. Safety of (R)-4-Benzyl-2-oxazolidinone,
(+)-Wutaienin (3) and its C-7 methyl ether (4), isolated from Zanthoxylum wutaiense, were found to be unprecedented 8,9?-neolignans containing an (S)-2-(1,1-dimethyl-1-hydroxymethyl)-7-methoxydihydrobenzofuran skeleton. Wutaienin (3) was present in the plant as an inseparable 1:1 mixture of the (7,8)-syn-diastereoisomers. The diastereoisomeric mixture was characterized by comparison with four possible diastereoisomers, which were enantioselectively synthesized from (S)-5-bromo-(1,1-dimethyl-1-hydroxymethyl)-7-methoxydihydrobenzofuran using Evans’ oxazolidinone-assisted asymmetric aldol condensation to install the chiral centers at the C-7 and C-8 positions.
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Reference:
Oxazolidine – Wikipedia,
Oxazolidine | C3H2044NO – PubChem