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Synthesis of naturally occurring phenylpropenoid 3-D-glucopyranoside

Reaction of ally I tetraacetyl P-D-glucopyranoside and phenyl boronic [Pg.282]

The MH-type reaction of phenylboronic acids and conjugated olefins, such as butyl acrylate, acrylnitrile, and methyl vinyl ketone under Pd(0)-catalyzed [Pg.283]

Synthesis of phenylpropenoid fi-D-glucopyranoside using MH-type reaction [Pg.284]

The MH-type reaction of silanols and organotin compounds with olefins via a Pd(II)-mediated pathway has been reported by Hiyama and co-workers. Based on this pathway, a plausible MH-type reaction mechanism with arylboronic acids was presented in Fig. 26. According to this mechanism, the aryl unit migrated to [Pg.284]

Reaction of arylboronic acid with allyl-2,3,4,6-tetra-0-acetyl-P-D-glucopyranoside [Pg.285]


Figure 25 Synthesis of naturally occuring phenylpropenoid (3-D-glucopyranosides. (a) allyl alcohol/immobilized (3-glucosidase with ENTP-4000, (b) Ac20/4-dimethylaminopyridine/pyridine, (c) organoboron reagents/Pd(OAcyCu(OAc)2/LiOAc/DMF, (d) K2C03/Me0H. Figure 25 Synthesis of naturally occuring phenylpropenoid (3-D-glucopyranosides. (a) allyl alcohol/immobilized (3-glucosidase with ENTP-4000, (b) Ac20/4-dimethylaminopyridine/pyridine, (c) organoboron reagents/Pd(OAcyCu(OAc)2/LiOAc/DMF, (d) K2C03/Me0H.



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D-Glucopyranoside

D-Glucopyranosides

Glucopyranosides synthesis

Natural Occurence

Naturally-occurring

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