FURTHER MODEL STUDIES RELATED TO FREDERICAMYCIN-A - ANALOGS IN WHICH RING-C IS EXPANDED TO 6 ATOMS, AND AN EXAMINATION OF THE DIASTEREOSELECTIVITY OF RADICAL SPIROCYCLIZATION
Dlj. Clive et al., FURTHER MODEL STUDIES RELATED TO FREDERICAMYCIN-A - ANALOGS IN WHICH RING-C IS EXPANDED TO 6 ATOMS, AND AN EXAMINATION OF THE DIASTEREOSELECTIVITY OF RADICAL SPIROCYCLIZATION, Tetrahedron, 52(17), 1996, pp. 6085-6116
The fredericamycin A analogues 5 and 23 were synthesized. A key step i
s the process of radical spirocyclization, and the diastereoselectivit
y of this reaction was studied with model compounds. In vitro tests sh
owed that 23 was active against certain cell lines of colon and prosta
te cancer, while compound 5 was essentially inactive. (C) 1996 Elsevie
r Science Ltd.