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Total Synthesis and Structural Revision of (–)‐Protubonine A and (–)‐Protubonine B
Author(s) -
Lorenzo Paula,
Álvarez Rosana,
de Lera Ángel R.
Publication year - 2014
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201400029
Subject(s) - chemistry , epimer , diastereomer , stereochemistry , total synthesis , fungus , botany , biology
Abstract The proposed structures of (–)‐protubonine A and (–)‐protubonine B, which are pyrrolidinoindoline diketopiperazine alkaloids that were isolated from the marine‐derived fungus Aspergillus sp. SF‐5044, have been synthesized and correspond to diastereomers of the natural isolates. The total syntheses, herein, established the stereostructures of the alkaloids as the C‐11 epimers of the purported structures.