Chemistry of cyclic tautomers of tryptophan: Formation of a quaternary center at C3a and total synthesis of the marine alkaloid (+)-ent-debromoflustramine B

DOI: 10.1021/jo00098a011

Source and publish data:

Journal of Organic Chemistry p. 5543 - 5549 (1994)

Update date:2022-07-31

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Authors:

Bruncko Bruncko

Crich Crich

Samy Samy

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Article abstract of DOI:10.1021/jo00098a011

A diastereoselective synthesis of the unnatural (±)-enantiomer of the marine alkaloid (-)-debromoflustramine B (1) from a cyclic tautomer (9) of L-tryptophan is described. The optical rotation of the synthetic 1 is opposite to that of the natural material

Full text of DOI:10.1021/jo00098a011

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