Synthesis of Novel Enyne-Allenes, Their Thermal C²-C⁶ Cyclization, and the Importance of a Benzofulvene Biradical in the DNA Strand Cleavage¹

1 February 1997

journal article
letter
Published by Georg Thieme Verlag KG in Synlett

Vol. 1997 (2) , 165-166
https://doi.org/10.1055/s-1997-726

Abstract

Novel enyne-allenes without acceptor substituents have been prepared from propargyl acetates by Pd-catalyzed addition of arylzinc chloride or by cuprate addition. Their thermal reaction afforded exclusively the C²-C⁶ and no Myers-Saite cyclization products. In one case, intermolecular hydrogen abstraction and DNA strand cleavage were observed.

Keywords

ENYNE-ALLENES
ZINCATE
CUPRATE
THERMOLYSIS
BIRADICAL CYCLIZATION

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Synthesis of Novel Enyne-Allenes, Their Thermal C2-C6 Cyclization, and the Importance of a Benzofulvene Biradical in the DNA Strand Cleavage1

Abstract

Keywords

Synthesis of Novel Enyne-Allenes, Their Thermal C²-C⁶ Cyclization, and the Importance of a Benzofulvene Biradical in the DNA Strand Cleavage¹