Asymmetric Synthesis of (+)- and (−)-Deoxyfebrifugine and Deoxyhalofuginone
Tetrahedron letters(2015)
摘要
Both enantiomers of deoxyfebrifugine (4) and deoxyhalofuginone (5), analogues of the quinazolinone-containing biologically active compounds febrifugine (1) and halofuginone (3), have been prepared in a six-step reaction sequence featuring an organocatalyzed Mannich reaction as the key stereo-inducing step. The compounds were isolated as their dihydrobromide salts in 29–42% overall yield and in 74–80% enantiomeric excess.
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关键词
Stereoselective carbon-carbon bond formation,Natural product analogues,Racemisation,Muscle development
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