Dergiler / Turkish Journal of Chemistry / 2010 / Cilt: 34 - Sayı: 3
Asymmetric synthesis of 8-O-4'-neolignan perseal B
- Sayfa
- 375–380
- DOI
- —
Özet
Full details of an enantioselective total synthesis of 8-O-4'-neolignan perseal B are presented for the first time. The synthesis was achieved in 8 steps from vanillin and involved the asymmetric dihydroxylation reaction using AD-mix-a to give the key intermedium (1S,2S)-1-(4-(benzyloxy)-3-methoxyphenyl)propane-1,2,3- triol, and the Mitsunobu reaction between phenylpropanoid and vanillin formed perseal B. The synthetic method of perseal B exhibits a new route for 8-O-4'-neolignan.
Abstract
Full details of an enantioselective total synthesis of 8-O-4'-neolignan perseal B are presented for the first time. The synthesis was achieved in 8 steps from vanillin and involved the asymmetric dihydroxylation reaction using AD-mix-a to give the key intermedium (1S,2S)-1-(4-(benzyloxy)-3-methoxyphenyl)propane-1,2,3- triol, and the Mitsunobu reaction between phenylpropanoid and vanillin formed perseal B. The synthetic method of perseal B exhibits a new route for 8-O-4'-neolignan.