Ya-mu XIA, Wei WANG, Ying-lan Guo And Jun-feng LI, Ying-lan GUO, Jun-feng LI

8289

Asymmetric synthesis of 8-O-4'-neolignan perseal B

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.
Anahtar Kelimeler:

Neolignans; perseal B; enantioselective synthesis.

Asymmetric synthesis of 8-O-4'-neolignan perseal B

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.
Keywords:

Neolignans; perseal B; enantioselective synthesis.,

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Turkish Journal of Chemistry-Cover
  • ISSN: 1300-0527
  • Yayın Aralığı: 6
  • Yayıncı: TÜBİTAK
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Asymmetric synthesis of 8-O-4'-neolignan perseal B

Ya-mu XIA, Wei WANG, Ying-lan Guo And Jun-feng LI, Ying-lan GUO, Jun-feng LI