Tetrahedron p. 6653 - 6662 (1994)
Update date:2022-07-30
Topics:
Barrero, Alejandro F.
Sanchez, Juan F.
Alvarez-Manzaneda, Enrique J.
Altarejos, Joaquin
Munoz, Manuel
Haidour, Ali
The synthesis of nor-ambreinolide (2) from cis-abienol (1) was carried out by direct treatment with OsO4-NaIO4 or RuO4-NaIO4. The oxymercuriation-demercuriation of 1 led to a mixture of 8,12-epoxylabdanes (5-17) which was also converted into nor-ambreinolide by treatment with RuO4-NaIO4. The formation pathways of such epoxy derivatives are discussed.
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