Samarium (II) iodide-induced reductive cyclization of unactivated olefinic ketones. Sequential radical cyclization/intermolecular nucleophilic addition and substitution …

GA Molander, JA McKie - The Journal of Organic Chemistry, 1992 - ACS Publications
Samarium (II) iodide in the presence of HMPA effectively promotes the intramolecular coupling
of unactivated olefinic ketones by a reductive ketyl-olefin radical-cydization process. The …

An efficient synthesis of 1, 2, 9, 9a-tetrahydrocyclopropa [c] benz [e] indol-4-one CBI: an enhanced and simplified analog of the CC-1065 and duocarmycin alkylation …

DL Boger, JA McKie - The Journal of Organic Chemistry, 1995 - ACS Publications
An efficient synthesis of 4, the immediate precursor to 2V-BOC-CBI andrelated analogs of
CC-1065 incorporating the l, 2, 9, 9a-tetrahydrocyclopropa [c] benz [e] indol-4-one alkylation …

ABT-702 (4-amino-5-(3-bromophenyl)-7-(6-morpholino-pyridin-3-yl) pyrido [2, 3-d] pyrimidine), a novel orally effective adenosine kinase inhibitor with analgesic and …

…, M Jiang, SS Bhagwat, A Gomtsyan, J McKie… - … of Pharmacology and …, 2000 - ASPET
Adenosine kinase (AK; EC 2.7.1.20 ) is a key intracellular enzyme regulating intra-and
extracellular concentrations of adenosine (ADO), an endogenous neuromodulator, antinociceptive…

A facile synthesis of bicyclo [mn 1] alkan-1-ols. Evidence for organosamarium intermediates in the samarium (II) iodide promoted intramolecular Barbier-type reaction

GA Molander, JA McKie - The Journal of Organic Chemistry, 1991 - ACS Publications
Samarium (II) iodide (Smlg) has been successfully employed as a reductive coupling agent
for the intramolecular Barbier-type synthesis of bicydo [mnl] alkan-l-oIs. Thus, a variety of 3-(u…

Enantioselective Total Synthesis of (+)-Duocarmycin A, epi-(+)-Duocarmycin A, and Their Unnatural Enantiomers

DL Boger, JA McKie, T Nishi… - Journal of the American …, 1996 - ACS Publications
Duocarmycin A (1) 1 represents one of the newest additions and the structurally most
challenging member of a class of naturally occurring potent antitumor antibiotics2-4 that derive …

Stereochemical investigations of samarium (II) iodide-promoted 5-exo and 6-exo ketyl-olefin radical cyclization reactions

GA Molander, JA McKie - The Journal of Organic Chemistry, 1995 - ACS Publications
Samarium (II) iodide (SmI2)-promoted ketyl cyclizations of several substituted, unsaturated
ketones, providing various cyclopentyl and cyclohexyl systems, have been investigated. The …

Synthesis of Substituted Cyclooctanols by a Samarium (II) Iodide Promoted 8-Endo Radical Cyclization Process

GA Molander, JA McKie - The Journal of Organic Chemistry, 1994 - ACS Publications
Samarium (II) iodide (Smla) has been employed to promote an efficient 8-endo radical
cyclization reaction of a variety of substituted olefinic ketones. Varioussubstituted monocyclic, …

Intramolecular nucleophilic acyl substitution reactions of halo-substituted esters and lactones. New applications of organosamarium reagents

GA Molander, JA McKie - The Journal of Organic Chemistry, 1993 - ACS Publications
Intramolecular nucleophilic acyl substitution reactions involving a broad range of halo
substituted carboxylic acid derivatives have been accomplished in excellent yield employing …

Total Synthesis of (+)-Duocarmycin A, epi-(+)-Duocarmycin A and Their Unnatural Enantiomers:  Assessment of Chemical and Biological Properties

DL Boger, JA McKie, T Nishi… - Journal of the American …, 1997 - ACS Publications
Full details of an enantioselective total synthesis of (+)-duocarmycin A (1) are described in
which a solution to the control of the relative and absolute stereochemistry of the remote …

5-(3-Bromophenyl)-7-(6-morpholin-4-ylpyridin-3-yl) pyrido [2, 3-d] pyrimidin-4-ylamine: structure–activity relationships of 7-substituted heteroaryl analogs as non …

…, GA Gfesser, A Gomtsyan, GZ Zheng, JA McKie… - Bioorganic & medicinal …, 2005 - Elsevier
4-Amino-5,7-disubstituted pyridopyrimidines are potent, non-nucleoside inhibitors of adenosine
kinase (AK). We recently identified a potent, orally efficacious analog, 4 containing a 7-…