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Synthesis of Each Enantiomer of Rocaglamide by Means of a Palladium(0)‐Catalyzed Nazarov‐Type Cyclization
Authors:Zhe Zhou  Prof. Dr. Marcus A. Tius
Affiliation:1. Chemistry Department, University of Hawaii at Manoa, 2545 The Mall, Honolulu, HI 96822 (USA);2. University of Hawaii Cancer Center, 701 Ilalo Street, Honolulu, HI 96813 (USA)
Abstract:
A recently reported Pd0‐catalyzed asymmetric Nazarov‐type cyclization has been successfully applied in the key step of the first catalytic asymmetric total synthesis of (?)‐rocaglamide (natural) and (+)‐rocaglamide. The stereochemistry at the C3 position that controls the stereochemistry of all other stereocenters is determined in the cyclization step. This versatile and modular synthesis proceeds from simple reagents.
Keywords:cyclization  enantiomers  natural products  palladium  total synthesis
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