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Total Synthesis of (−)‐Pyrimidoblamic Acid and Deglycobleomycin A 2
Author(s) -
Boger Dale L.,
Menezes Royce F.,
Honda Takeshi
Publication year - 1993
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.199302731
Subject(s) - bleomycin , imine , pyrimidine , total synthesis , chemistry , antibiotics , stereochemistry , combinatorial chemistry , organic chemistry , catalysis , biochemistry , medicine , chemotherapy , surgery
Bleomycin is an important antibiotic for the treatment of cancer. Now the completion of the total synthesis of the aglycon 1 from bleomycin A 2 , the major component of bleomycin, has been achieved. The decisive steps are the construction of the pyrimidine part by an inverse‐electron‐demand Diels–Alder reaction and the diastereoselective addition of a stannous enolate to an imine group.