ISSN:
1434-193X
Keywords:
β-Iminosulfoxides
;
Quaternary stereocentre
;
Pictet-Spengler reaction
;
Alkaloids
;
Fluorine
;
Chemistry
;
General Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Enantiomerically pure 1-trifluoromethyl-tetrahydroisoquinoline alkaloid analogues, in which C-1 is a quaternary stereogenic centre, have been synthesized by stereoselective intramolecular Pictet-Spengler reaction of the N-arylethyl γ-trifluoro-β-iminosulfoxide (R)-3, and subsequent elaborations of the sulfinyl auxiliary. The absolute stereochemistry of the stereogenic centre was determined by X-ray diffraction on the α-phenylpropionic ester (1R,2′S)-10.
Type of Medium:
Electronic Resource
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