BUXUS ALKALOIDS. PART XI. THE SYNTHESIS OF CYCLOPROTOBUXINE-A (3β,20S-CHIRALITY) AND ITS TWO ISOMERIC ALKALOIDS WITH 3β,20R- AND 3α,20R- CONFIGURATION FROM LANOSTEROL.

DOI: 10.1016/S0040-4020(01)96027-2

Source and publish data:

Tetrahedron p. 2957 - 2968 (1991)

Update date:2022-08-04

Topics:

Authors:

Nakano, Tatsuhiko

Martin, Alfonso

Alonso, Miguel

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Article abstract of DOI:10.1016/S0040-4020(01)96027-2

The synthesis of cycloprotobuxine-A (5), representative of Buxus alkaloids, and its two isomeric alkaloids with 3β,20R- and 3α,20R-configuration, from lanosterol, is described.In order to confirm the stereochemistries at C-3 and C-20 in these three alkaloids, the 3β-dimethylamino-(27) and the 3α-dimethylamino derivative (28) of cycloartanol (24) were also synthesised and their 1H and 13C n.m.r.spectra are discussed.

Full text of DOI:10.1016/S0040-4020(01)96027-2

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