Title of article
Total synthesis of pinellic acid, a potent oral adjuvant for nasal influenza vaccine. Determination of the relative and absolute configuration
Author/Authors
Toshiaki Sunazuka، نويسنده , , Toshiaki and Shirahata، نويسنده , , Tatsuya and Yoshida، نويسنده , , Kiminari and Yamamoto، نويسنده , , Daisuke and Harigaya، نويسنده , , Yoshihiro and Nagai، نويسنده , , Takayuki and Kiyohara، نويسنده , , Hiroaki S. Yamada، نويسنده , , Haruki and Kuwajima، نويسنده , , Isao and ?mura، نويسنده , , Satoshi، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2002
Pages
4
From page
1265
To page
1268
Abstract
Pinellic acid (1), isolated from a medicinal plant Pinelliae tuber, has potent adjuvant activity. The absolute configuration of pinellic acid was expected by derivatization of this compound and CD exciton chirality method. A convergent synthetic route to pinellic acid has been developed via regioselective asymmetric dihydroxylation and stereoselective reduction. The absolute configuration of pinellic acid was determined to be 9S,12S,13S, by comparing with the spectra data of natural and synthetic compounds.
Keywords
Adjuvant , 10E-9 , 12 , 13-trihydroxyoctadecenoic acid , BINAL-H , Asymmetric dihydroxylation
Journal title
Tetrahedron Letters
Serial Year
2002
Journal title
Tetrahedron Letters
Record number
1649913
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