- A simple biomimetic synthesis of dl-chamaejasmine, a unique 3,3′-biflavanone
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(Chemical Equation Presented) The first chemical synthesis of dl-chamaejasmine (1), a structurally unique 3,3′-biflavanone natural product, was achieved as shown above, by a two-step sequence starting from trimethyl ether derivatives of 3-iodonaringenin (cis + trans) involving (i) metallic lanthanum-mediated reductive dimerization in refluxing THF and (ii) global demethylation with BBr3 in CH2Cl2. This synthesis represents a generally applicable biomimetic (reductive) radical dimerization approach to the 3,3′-biflavonoids.
- Li, Wei-Dong Z.,Ma, Bao-Chun
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p. 271 - 274
(2007/10/03)
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- THE 7,7"-β-DIGLUCOSIDE OF (2S,3R)-CHAMAEJASMIN FROM ORMOCARPUM KIRKII
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From root bark of Ormocarpum kirkii a new biflavanone diglucoside, named ormocarpin, was isolated.Its structure and absolute configuration, assigned by chemical and spectroscopic methods, corresponds to 7,7"-β-diglucoside of (2S,3R)-chamaejasmin.
- Nyandat, E.,Hassanali, A.,Vicente, Y. de,Multari, G.,Galeffi, C.
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p. 2361 - 2364
(2007/10/02)
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