Approaches to avermectin assembly: A concise stereospecific synthesis of the Hexahydrobenzofuran entity

DOI: 10.1021/jo00295a032

Source and publish data:

Journal of Organic Chemistry p. 2409 - 2414 (1990)

Update date:2022-09-26

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Authors:

Barrett Barrett

Barta Barta

Flygare Flygare

Sabat Sabat

Spilling

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Article abstract of DOI:10.1021/jo00295a032

Epoxy ketone 18 was prepared in racemic form via the Diels - Alder reaction of 1-acetoxy-1,3-pentadiene with acrylic acid, subsequent iodolactonization, ortho ester protection, and oxidation. Reaction of 18 with 4-[(tert-butyldiphenylsily) oxy]-2-lithio-1

Full text of DOI:10.1021/jo00295a032

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Product name:(1R^*,2R^*,3R^*,4R^*,5S^*)-methyl 3-<(tert-butyldimethylsilyl)oxy>-2-hydroxy-4-iodo-5-methylcyclohexanecarboxylate

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