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Solanum Alkaloids, 139 – Photolysis of N ‐Chlorospirosolanes
Author(s) -
Quyen Le Thi,
Himmelreich Uwe,
Schreiber Klaus
Publication year - 1997
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.199719970741
Subject(s) - trifluoroacetic acid , chemistry , photodissociation , hydrolysis , acid hydrolysis , irradiation , medicinal chemistry , organic chemistry , nuclear chemistry , stereochemistry , physics , nuclear physics
UV irradiation of N ‐chlorosoladulcidine ( 2 ) in trifluoroacetic acid, followed by separation and hydrolysis of the obtained 3‐ O ‐trifluoroacetates affords (23 R )‐23‐chlorosoladulcidine ( 5 ) and 23,23‐dichlorosoladulcidine ( 7 ). Similar treatment of N ‐chlorotomatidine ( 9 ) affords 23,23‐dichloro‐22‐isotomatidine ( 12 ).