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ChemInform Abstract: Synthetic Study on Naturally Occurring Acetylenic Spiroacetal Enol Ethers: The First Access to Optically Active 3,4-Diacetoxy-2-formylmethylene-1,6-dioxaspiro[4,5]decanes.

✍ Scribed by Hiroaki Toshima; Hisateru Aramaki; Akitami Ichihara


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

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✦ Synopsis


Synthetic Study on Naturally Occurring Acetylenic Spiroacetal Enol Ethers: The First Access to Optically Active 3,4-Diacetoxy-2formylmethylene -1,6-dioxaspiro[4,5]decanes. -In view of the interest in the synthesis of naturally occuring acetylenic spiroacetal enol ethers, the title spirodecanes are prepared by intramolecular addition of keto-alcohol (V). The stereogenic centers are introduced via Sharpless asymmetric dihydroxylation of conjugated ketone (III) with a modified AD-mix-α. -(TOSHIMA, HIROAKI;