Tetrahedron

A removable functional group in a photochemical macrocyclic synthesis: Remote photocyclization with a pair system of phthalimide and 1, 3-dithiolanyl groups

M Wada, H Nakai, Y Sato, Y Hatanaka, Y Kanaoka

Index: Wada, Masao; Nakai, Hideo; Sato, Yasuhiko; Hatanaka, Yasumaru; Kanaoka, Yuichi Tetrahedron, 1983 , vol. 39, # 16 p. 2691 - 2698

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Citation Number: 21

Abstract

Based on a regioselective remote photocyclization of a pair system consisting of a phthalimide group and a dithiolanyl group, a variety of aza-cyclic compounds with methylene, ester, or amide groups in their frameworks were synthesized. The dithiolanyl group provides a removable donor, which effects a needed reaction followed by removal to give a new carbon skeleton leaving little trace of the precursor form.