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ChemInform Abstract: Asymmetric Synthesis of the Natural erythro-(1R,2S)-8-O-4′-Neolignan Myrislignan.

✍ Scribed by Y. Xia; Wei Wang

Publisher
John Wiley and Sons
Year
2011
Weight
36 KB
Volume
42
Category
Article
ISSN
0931-7597

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✦ Synopsis

Abstract

The synthesis of myrislignan (VI) is achieved in twelve steps from vanillin (I) with a total yield of 10% involving two key steps: preparation of the enantiopure threo alcohol (III) of predictable stereochemistry by dihydroxylation, and inversion of the absolute configuration at the C‐8 stereogenic center in (IV) to obtain the title compound with erythro configuration by a Mitsunobu reaction.

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