1.
J Med Chem
; 20(6): 853-4, 1977 Jun.
Article
in English
| MEDLINE
| ID: mdl-874962
2.
J Med Chem
; 20(3): 359-64, 1977 Mar.
Article
in English
| MEDLINE
| ID: mdl-845869
Subject(s)
Estradiol Congeners/chemical synthesis , Estrenes/chemical synthesis , Ethers/chemical synthesis , Uterus/drug effects , Administration, Oral , Animals , Castration , Estradiol Congeners/administration & dosage , Estradiol Congeners/pharmacology , Estrenes/administration & dosage , Estrenes/pharmacology , Ethers/administration & dosage , Ethers/pharmacology , Female , Methods , Organ Size/drug effects , Rats , Structure-Activity Relationship , Time Factors , Uterus/anatomy & histology
3.
Boll Chim Farm
; 116(4): 218-21, 1977 Apr.
Article
in English
| MEDLINE
| ID: mdl-889625
4.
5.
J Org Chem
; 66(2): 400-5, 2001 Jan 26.
Article
in English
| MEDLINE
| ID: mdl-11429806
ABSTRACT
The synthetic scope of the Friedländer condensation in the preparation of chiral alkyl-substituted 1,10-phenanthrolines has been investigated. A range of chiral [x,y-b]-cycloalkeno-condensed phenanthrolines has been prepared in one step from steroidal or other cyclic ketones from the chiral pool and 8-amino-7-quinolinecarbaldehyde (1) via base-catalyzed condensation. Phenanthroline derivatives are formed in good yields with unhindered ketones, but the reaction proceeds even with sterically congested substrates such as camphor, albeit in low yield. The utility of the Friedländer condensation has been extended to the synthesis of chiral 3-alkyl-substituted phenanthrolines from monoalkyl-substituted acetaldehydes.
6.