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ChemInform Abstract: Enantioselective Syntheses of Tussilagine and Isotussilagine.

✍ Scribed by Dawei Ma; Jianhua Zhang


Publisher
John Wiley and Sons
Year
2010
Weight
29 KB
Volume
30
Category
Article
ISSN
0931-7597

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✦ Synopsis


Enantioselective Syntheses of Tussilagine and Isotussilagine.

-LDA-mediated addition of chiral benzylamine (I) to methyl pyruvate (II) generates the separable diastereomers (III) and (IV). The latter can be conveniently transformed to tussilagine (VIII) by lactam formation and following Mitsunobu reaction to the bicyclic product (VI) as key steps. In a similar manner, isotussilagine is obtained from the adduct (III). -(MA, DAWEI;


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