Phytochemistry p. 691 - 694 (1983)
Update date:2022-08-16
Topics:
Fraga, Braulio M.
Gonzalez, Antonio G.
Gonzalez, Pedro
Hanson, James R.
Hernandez, Melchor G.
The preparation of ent-kaur-6,16-diene and ent-18-hydroxykaur-6,16-diene from epicandicandiol and of ent-3β,18-dihydroxykaur-6,16-diene from foliol is described.On incubation with Gibberella fujikuroi ent-kaur-6,16-diene gave 7-hydroxykaurenolide and 18-hydroxykaur-6,16-diene afforded 7,18-dihydroxykaurenolide, whilst ent-6α,7α-epoxy-3β,18-dihydroxykaur-16-ene was obtained from ent-3β,18-dihydroxykaur-6,16-diene.The possible biosynthetic significance of the 6,7-epoxidation in kaurenolide is noted. -- Key Word Index - Gibberella fujikuroi; ent-kaur-6,16-dienes; ent-6α,7α-epoxy-3β,18-dihydroxykaur-16-ene; kaurenolide biosynthesis.
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Doi:10.1073/pnas.1800272115
(2018)Doi:10.1021/ja9723491
(1997)Doi:10.1021/acs.joc.5b02780
(2016)Doi:10.1246/cl.1987.333
(1987)Doi:10.1080/10903120290938292
()Doi:10.1021/jo01277a031
(1967)
