ESI/MS/MS in characterization of diastereomeric intermediates in the stereocontrolled synthesis of protoberberines

Tubaro, Michela; Matuszewska, Iwona; Czarnocki, Zbigniew; Traldi, Pietro

doi:10.1016/s1387-3806(03)00208-2

Cited by 2 publications

(1 citation statement)

References 10 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…44 The diastereoisomeric esters 88a and 88b have been shown to have diagnostically different MS fragmentation patterns using electrospray ionisation from those observed using other ion-generating techniques; the differences have been attributed to the occurrence of oxidation during ionisation. 45 An improved process for the conversion of berberines into 13-substituted berberines in high yield has been developed. Treatment of berberine 89a and palmatine 89b with allyltributyltin gives the 8-allyldihydro compounds 90a and 90b, and these react readily with reactive halides such as ethyl bromoacetate, phenacyl bromide and benzyl bromide to give 13substituted berberines 93a and 93b directly, the process probably involving alkylation of the enamine to give the iminium salts 91a, 91b and 91c, followed by [3,3]-sigmatropic rearrangement to 92 and elimination of propene.…”

Section: Berberines and Tetrahydroberberinesmentioning

confidence: 99%

β-Phenylethylamines and the isoquinoline alkaloids

Bentley

2005

Nat. Prod. Rep.

154

View full text Add to dashboard Cite

This review covers beta-phenylethylamines and isoquinoline alkaloids derived from them, including further products of oxidation, condensation with formaldehyde and rearrangement, some of which do not contain as isoquinoline system, together with napthylisoquinoline alkaloids, which have a different biogenetic origin. The occurrence of the alkaloids with the structures of new bases, together with their reactions and syntheses, are reported. The literature from July 2003 to June 2004 is reviewed, with 145 references cited.

show abstract

Section: Berberines and Tetrahydroberberinesmentioning

confidence: 99%

β-Phenylethylamines and the isoquinoline alkaloids

Bentley

2005

Nat. Prod. Rep.

154

View full text Add to dashboard Cite

show abstract

Current literature in mass spectrometry

2004

J. Mass Spectrom.

View full text Add to dashboard Cite

In order to keep subscribers up‐to‐date with the latest developments in their field, John Wiley & Sons are providing a current awareness service in each issue of the journal. The bibliography contains newly published material in the field of mass spectrometry. Each bibliography is divided into 11 sections: 1 Books, Reviews & Symposia; 2 Instrumental Techniques & Methods; 3 Gas Phase Ion Chemistry; 4 Biology/Biochemistry: Amino Acids, Peptides & Proteins; Carbohydrates; Lipids; Nucleic Acids; 5 Pharmacology/Toxicology; 6 Natural Products; 7 Analysis of Organic Compounds; 8 Analysis of Inorganics/Organometallics; 9 Surface Analysis; 10 Environmental Analysis; 11 Elemental Analysis. Within each section, articles are listed in alphabetical order with respect to author (4 Weeks journals ‐ Search completed at 17th. Mar. 2004)

show abstract

ESI/MS/MS in characterization of diastereomeric intermediates in the stereocontrolled synthesis of protoberberines

Cited by 2 publications

References 10 publications

β-Phenylethylamines and the isoquinoline alkaloids

β-Phenylethylamines and the isoquinoline alkaloids

Current literature in mass spectrometry

Contact Info

Product

Resources

About