A total synthesis of (-)-ruspolinone

DOI: 10.1016/S0040-4020(01)96170-8

Source and publish data:

Tetrahedron p. 7179 - 7184 (1991)

Update date:2022-07-29

Topics:

Authors:

Jones Jones

Woo Woo

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Article abstract of DOI:10.1016/S0040-4020(01)96170-8

A synthesis of the pyrrolidine alkaloid (-)-ruspolinone (1) from (2S)-proline in 7 steps and 26% overall yield is presented which assigns the (2S) configuration to (-)-(1). The compound obtained by this route has [α](D)-29.73° compared to a value of zero for the material isolated from the plant suggesting racemisation had occurred during isolation.

Full text of DOI:10.1016/S0040-4020(01)96170-8

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Product name:1-Pyrrolidinecarboxylic acid, 2-[[2-(3,4-dimethoxyphenyl)-1,3-dithian-2-yl]methyl]-, 1,1-dimethylethyl ester, (S)-

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