2016
DOI: 10.1002/adsc.201601089
| View full text |Cite
|
Sign up to set email alerts
|

Abstract: Resveratrol‐based natural products constitute a valuable source of unique compounds with diverse biological activities. In this report we investigate demethylation strategies to minimize formation of cyclized and dimerized products during the synthesis of viniferifuran and analogues. We found that boron trichloride/tetra‐n‐butylammonium iodide (BCl3/TBAI) is typically more effective than boron tribromide (BBr3). Based on these findings we carried out the first syntheses of dehydro‐δ‐viniferin, resveratrol‐pice… Show more

Help me understand this report

Search citation statements

Order By: Relevance

Paper Sections

Select...
4

Citation Types

2
43
0

Year Published

2017
2017
2021
2021

Publication Types

Select...
5

Relationship

2
3

Authors

Journals

citations
Cited by 31 publications
(45 citation statements)
references
References 48 publications
(12 reference statements)
2
43
0
Order By: Relevance
“…With this promising result, we went forward to confirm the feasibility of cleaving cPrMe ethers with other reagents that are typically used for the methyl ether cleavage such as BBr 3 and BCl 3 . To our delight, both BBr 3 and BCl 3 /TBAI were successful to yield anigopreissin A 18 in 38 % and 34 % respectively compared to the methyl ether protecting group in which BBr 3 failed to give the desired polyphenol . In terms of yield, the cPrMe group is superior to the methyl ether, which resulted only in 23 % yield using BCl 3 /TBAI …”
Section: Methodsmentioning
confidence: 88%
See 4 more Smart Citations
“…With this promising result, we went forward to confirm the feasibility of cleaving cPrMe ethers with other reagents that are typically used for the methyl ether cleavage such as BBr 3 and BCl 3 . To our delight, both BBr 3 and BCl 3 /TBAI were successful to yield anigopreissin A 18 in 38 % and 34 % respectively compared to the methyl ether protecting group in which BBr 3 failed to give the desired polyphenol . In terms of yield, the cPrMe group is superior to the methyl ether, which resulted only in 23 % yield using BCl 3 /TBAI …”
Section: Methodsmentioning
confidence: 88%
“…To date, three synthetic strategies for preparation of anigopreissin A have been published . The earlier two synthesis were reported with the constraint that only permethylated anigopreissin A was obtained .…”
Section: Methodsmentioning
confidence: 99%
See 3 more Smart Citations