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Synthesis of Enediynes by Diels–Alder Addition
Author(s) -
Hopf Henning,
Theurig Marcus
Publication year - 1994
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.199410991
Subject(s) - enediyne , cycloaddition , chemistry , diene , reagent , diels–alder reaction , combinatorial chemistry , organic chemistry , catalysis , natural rubber
The hex‐3‐ene‐1,5‐diyne unit , the reaction‐initiating component of the enediyne antibiotics, was generated in the synthesis of compounds of type 3 by Diels–Alder reaction for the first time. The requisite diene 2 is easily obtained by coupling diene 1 with alkynyl Grignard reagents. Subsequent cycloaddition with dienophiles furnishes the target compounds 3 .