Stereoselective synthesis of a nonracemic hydronaphthalene subunit of Kijanolide

DOI: 10.1021/jo00295a030

Source and publish data:

Journal of Organic Chemistry p. 2398 - 2403 (1990)

Update date:2022-08-05

Topics:

Authors:

Marshall

Salovich

Shearer Shearer

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Article abstract of DOI:10.1021/jo00295a030

Lewis acid catalyzed Diels - Alder cyclization of the tetraenal 15 affords the endo product, hydronaphthalene 16, with high diastereoselectivity. Nonracemic 15 is prepared by addition of dienyne 5 to resolved (2S,4S)-5-[(tert -butyldimethylsilyl)oxy]-2,4-

Full text of DOI:10.1021/jo00295a030

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Product name:(3S,4S,4aS,5S,7S,8S,8aS)-8-(Benzyloxy)-4,5,7-trimethyl-3-<(E)-3-(benzyloxy)-1-methyl-1-propenyl>-3,4,4a,5,6,7,8,8a-octahydronaphthalene-4-carboxaldehyde

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