333999-53-4Relevant articles and documents
Synthetic ventures inspired by biosynthetic hypotheses: the evolution of a method for the oxidative amidation of phenols
Ciufolini, Marco A.,Canesi, Sylvain,Ousmer, Malika,Braun, Norbert A.
, p. 5318 - 5337 (2007/10/03)
We describe the development of a technique for the oxidative conversion of 4-alkyl phenols to derivatives of the corresponding 4-alkyl-4-amino-2,5-cyclohexanediones. This transformation, which was inspired by biogenetic considerations, constitutes a key s
Total synthesis of tricyclic azaspirane derivatives of tyrosine: FR901483 and TAN1251C
Ousmer,Braun,Bavoux,Perrin,Ciufolini
, p. 7534 - 7538 (2007/10/03)
A solution to the long-standing problem presented by the oxidative cyclization of a phenolic 3-arylpropionamide to a spirolactam has been developed in this laboratory via oxazoline chemistry. This research was motivated by our interest in some novel tricyclic azaspirane natural products formally derived from tyrosine, such as FR901483 and TAN1251C. In this paper, we disclose full details of the total synthesis of these substances.
Total synthesis of FR901483
Ousmer, Malika,Braun, Norbert A.,Ciufolini, Marco A.
, p. 765 - 767 (2007/10/03)
The total synthesis of FR901483, a structurally novel immunosuppressant, has been accomplished by the use of technology recently developed in this laboratory for the oxidative cyclization of phenolic oxazolines to spirolactams. Our approach may reflect th