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The Efficient Direct Synthesis of N,O‐Acetal Compounds as Key Intermediates of Discorhabdin A: Oxidative Fragmentation Reaction of α‐Amino Acids or β‐Amino Alcohols by Using Hypervalent Iodine( III ) Reagents
Author(s) -
Harayama Yu,
Yoshida Masako,
Kamimura Daigo,
Wada Yasufumi,
Kita Yasuyuki
Publication year - 2006
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.200501635
Subject(s) - hypervalent molecule , chemistry , reagent , iodine , acetal , fragmentation (computing) , oxidative phosphorylation , oxidative cleavage , amino acid , combinatorial chemistry , organic chemistry , medicinal chemistry , catalysis , biochemistry , computer science , operating system
Hypervalent iodine( III ) reagents are readily available, easy to handle, and have a low toxicity and similar reactivities to those of heavy metal reagents, and hence they are used for various oxidative reactions. The oxidative cleavage of alkynes or carbonyl compounds by using bis(trifluoroacetoxy)iodo( III ) pentafluorobenzene (C 6 F 5 I(OCOCF 3 ) 2 ) has been reported.1 Herein, the efficient direct synthesis of N,O‐acetal compounds as key intermediates of discorhabdin A, by the oxidative fragmentation reaction of α‐amino acids or β‐amino alcohols by using C 6 F 5 I(OCOCF 3 ) 2 , is described.