ENANTIOSPECIFIC SYNTHESIS OF POLYHYDROXYLATED INDOLIZIDINES RELATED TO CASTANOSPERMINE: 1-DEOXY-CASTANOSPERMINE

DOI: 10.1016/S0040-4020(01)89804-5

Source and publish data:

Tetrahedron p. 6143 - 6152 (1988)

Update date:2022-08-05

Topics:

Authors:

Hendry, David

Hough, Leslie

Richardson, Anthony C.

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Article abstract of DOI:10.1016/S0040-4020(01)89804-5

Enantiospecific synthesis of (6S,7R,8R,8aR)-6,7,8-trihydroxyindolizidine (1-deoxy-castanospermine) (3) is described from readily available D-glucose, where the key step involves oxidative bromination of a benzylidene acetal to afford 8-azido-3-O-benzoyl-5

Full text of DOI:10.1016/S0040-4020(01)89804-5

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