Total synthesis and stereochemistry assignment of 15-membered peptide alkaloids abyssenine B and mucronine E

The total synthesis of 15-membered peptide alkaloids abyssenine B and mucronine E was accomplished via olefination of phenylalanine-embodied aldehydes followed by CuI/ N, N-dimethylglycine-catalyzed coupling of vinyl iodides with amides and FDPP-mediated macrocyclization in the key steps. From the t...

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Bibliographic Details
Published in:Tetrahedron letters 2007-09, Vol.48 (38), p.6717-6721
Main Authors: Wang, Jing, Schaeffler, Lutz, He, Gang, Ma, Dawei
Format: Article
Language:English
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Summary:The total synthesis of 15-membered peptide alkaloids abyssenine B and mucronine E was accomplished via olefination of phenylalanine-embodied aldehydes followed by CuI/ N, N-dimethylglycine-catalyzed coupling of vinyl iodides with amides and FDPP-mediated macrocyclization in the key steps. From the total synthesis the stereochemistry of these two natural products was tentatively assigned to be S, S, S.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2007.07.142