10.1021/ol070889p.s001
Yanxing Jia
Yanxing
Jia
Michèle Bois-Choussy
Michèle
Bois-Choussy
Jieping Zhu
Jieping
Zhu
Synthesis of DEFG Ring of
Complestatin and Chloropeptin I: Highly
Atropdiastereoselective Macrocyclization
by Intramolecular Suzuki-Miyaura
Reaction
American Chemical Society
2007
stereospecific rearrangement
Atropdiastereoselective Macrocyclization
DEFG ring 4
DEFG Ring
3 triggers
Acidic treatment
2007-06-07 00:00:00
Journal contribution
https://acs.figshare.com/articles/journal_contribution/Synthesis_of_DEFG_Ring_of_Complestatin_and_Chloropeptin_I_Highly_Atropdiastereoselective_Macrocyclization_by_Intramolecular_Suzuki_Miyaura_Reaction/3003244
Palladium-catalyzed intramolecular Suzuki-Miyaura reaction of linear tripeptide (<b>23</b>) afforded the 16-membered DEFG ring of complestatin (<b>3</b>)
in good yield with an excellent atropdiastereoselectivity. Acidic treatment of <b>3</b> triggers a stereospecific rearrangement leading to the corresponding
DEFG ring <b>4</b> of chloropeptin I.