Total Synthesis of Lavendamycin by a [2+ 2+ 2] Cycloaddition
F Nissen, H Detert
Index: Nissen, Felix; Detert, Heiner European Journal of Organic Chemistry, 2011 , # 15 p. 2845 - 2853
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Citation Number: 25
Abstract
Abstract The total synthesis of the bacterial-derived, pentacyclic, antitumor antibiotic lavendamycin has been achieved through a highly convergent strategy. The key step of this synthesis is a ruthenium-catalyzed [2+ 2+ 2] cycloaddition of an electron-deficient nitrile to an alkynyl-ynamide to prepare the carboline scaffold. The elaborate cycloaddition substrate is obtained in few steps by an N-ethynylation using alkynyliodonium salt chemistry and ...
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