Secophthalideisoquinolines

G Blasko, V Elango, B Sener, AJ Freyer…

Index: Blasko, Gabor; Elango, Varadaraj; Sener, Bilge; Freyer, Alan J.; Shamma, Maurice Journal of Organic Chemistry, 1982 , vol. 47, # 5 p. 880 - 885

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Citation Number: 27

Abstract

The secophthalideisoquinolines can be subdivided into enol lactones, keto acids, diketo acids, and ene lactams. The diastereomeric 8-and a-hydrastine methiodides (8 and 9) supply stereoselectively 2 and E enol lactones 11 and 12, respectively, in a syn@- elimination process. N-Methylhydrastine*(ll) reacts under mild conditions with methanol, water, or ammonia to produce keto ester 18, keto acid 17, or hydroxy lactam 36, ...