1996
DOI: 10.1016/0040-4039(95)02364-x
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Total synthesis of forskolin — Part I

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Cited by 47 publications
(19 citation statements)
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“…The remaining compounds were prepared according to general procedures (see Experimental Section). [11][12][13][14] Abstract: Me 3 Al, Et 3 Al, and vinylalane species undergo enantioselective conjugate addition to a wide range of 2-or 3-substituted enones (cyclopent-2enones, cyclohex-2-enones, 3-methyl cyclohept-2-enone) in the presence of catalytic amount of copper salt (copper thiophene carboxylate, 4 ]BF 4 or [CuOTf] 2 ·C 6 H 6 ) and tropos-phosphoramidite-based ligand. Thus, chiral quaternary centers can be built, with up to 98 % ee after rigorous optimization of experimental condi-tions.…”
Section: Resultsmentioning
confidence: 99%
“…The remaining compounds were prepared according to general procedures (see Experimental Section). [11][12][13][14] Abstract: Me 3 Al, Et 3 Al, and vinylalane species undergo enantioselective conjugate addition to a wide range of 2-or 3-substituted enones (cyclopent-2enones, cyclohex-2-enones, 3-methyl cyclohept-2-enone) in the presence of catalytic amount of copper salt (copper thiophene carboxylate, 4 ]BF 4 or [CuOTf] 2 ·C 6 H 6 ) and tropos-phosphoramidite-based ligand. Thus, chiral quaternary centers can be built, with up to 98 % ee after rigorous optimization of experimental condi-tions.…”
Section: Resultsmentioning
confidence: 99%
“…The cyclization step should proceed with the requisite geometry at the BC ring fusion, which is controlled by the steric effect of the C-12b angular methyl group. The known lactone 13, an intermediate for the synthesis of forskolin, 29 would then lead to lactol 12.…”
Section: Synthetic Plan To Arisugacinsmentioning
confidence: 99%
“…Lett and collaborators [103] have accomplished a total synthesis of forskolin and this is described in Scheme 12.…”
Section: Synthesismentioning
confidence: 99%