학술논문
Synthesis and evaluation of CC-1065 and duocarmycin analogs incorporating the 1,2,3,4,11a-hexahydrocyclopropa{c}naphtho{2,1-b}azepin-6-one (CNA) alkylation subunit: structural features that govern reactivity and reaction regioselectivity
Document Type
Academic Journal
Author
Source
Journal of Organic Chemistry. August 22, 1997, Vol. 62 Issue 17, p5849, 14 p.
Subject
Language
ISSN
0022-3263
Abstract
A novel method of synthesizing a seven-membered C-ring analog (CNA) of the alkylation subunits of CC-1065 and the duocarmycins was designed through implementation of an alternative intramolecular Heck reaction. The procedure featured the use of palladium acetate as catalyst and 1,3-dihydronaphthalene as the starting material. It was indicated that the ground state destabilization fo the substrate activated the reagent for a rate determining SN2 nucleophilic addition.