Premium
Synthesis of Enantiomerically Pure Hydroxyethylporphyrins and Their Transformation into Optically Active Chlorin Derivatives
Author(s) -
Kusch Dirk,
Montforts FranzPeter
Publication year - 1996
Publication title -
liebigs annalen
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0947-3440
DOI - 10.1002/jlac.199619960113
Subject(s) - chlorin , chemistry , optically active , absolute configuration , dimethylacetamide , photodynamic therapy , acetal , stereochemistry , photochemistry , combinatorial chemistry , organic chemistry , solvent
The oxazaborolidine ( 9 )‐catalyzed reduction of acetylporphyrins ( 4 ) led to enantiomerically pure hydroxyethylporphyrins ( 5 ), which were transformed into optically active chlorin derivatives ( 7 and 8 ) upon reaction by N,N ‐dimethylacetamide dimethyl acetal followed by hydrogenation. The absolute configuration of the synthesized chlorins was elucidated by means of their CD spectra.