Transformations of quinic acid. Asymmetric synthesis and absolute configuration of mycosporin I and mycosporin-gly

DOI: 10.1021/jo00117a008

Source and publish data:

Journal of Organic Chemistry p. 3600 - 3611 (1995)

Update date:2022-07-30

Topics:

Authors:

White White

Cammack Cammack

Sakuma Sakuma

Rewcastle

Widener Widener

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Article abstract of DOI:10.1021/jo00117a008

D-(-)-Quinic acid (1) was converted to the fungal metabolites mycosporin I (2) and mycosporin-gly (13) via the iminophosphorane 64. The latter was prepared in 10 steps from 1 using oxidative bromination of quinide 33 to furnish 41. Reduction of the γ-lact

Full text of DOI:10.1021/jo00117a008

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