CHIRAL, BIOMIMETIC TOTAL SYNTHESIS OF (-)-APLYSISTATIN.

DOI: 10.1016/S0040-4039(00)85676-2

Source and publish data:

Tetrahedron Letters p. 4643 - 4646 (1982)

Update date:2022-08-03

Topics:

Authors:

Shieh, Hong-Ming

Prestwich, Glenn D.

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Article abstract of DOI:10.1016/S0040-4039(00)85676-2

The marine antineoplastic agent aplysistatin (6) has been prepared enantiospecifically.The key step is the biomimetic cyclization of (2R,3R)-2-homogeranyl-3,4-dihydroxybutanoic acid 1 4 lactone (3) with 2,4,4,6-tetrabromocyclohexa-2,5-dienone in nitromethane.

Full text of DOI:10.1016/S0040-4039(00)85676-2

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