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Ten‐Membered Ring Enediynes with Remarkable Chemical and Biological Profiles
Author(s) -
Nicolaou K. C.,
Sorensen Erik J.,
Discordia Robert,
Hwang ChanKou,
Bergman Robert G.,
Minto Robert E.,
Bharucha Kamal N.
Publication year - 1992
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.199210441
Subject(s) - ring (chemistry) , chemistry , stereochemistry , derivative (finance) , carbonate , combinatorial chemistry , organic chemistry , economics , financial economics
The large effects of minimal structural variations are demonstrated by enediynes 1 . At 50 °C the cis isomer cyclizes much faster ( t 1/2 = 4 h) than the trans isomer ( t 1/2 = 22 h). The carbonate derivative of trans ‐ l is stable even for several hours at 100 °C. The exploration of the chemistry of cyclic enediynes is prompted by their DNA‐cleaving properties.