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Enantioselective Total Synthesis of (−)‐Lansai B and (+)‐Nocardioazines A and B
Author(s) -
Wang Haoxuan,
Reisman Sarah E.
Publication year - 2014
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201402571
Subject(s) - enantioselective synthesis , intramolecular force , total synthesis , stereochemistry , cycloaddition , chemistry , organic chemistry , catalysis
The concise total syntheses of the bis(pyrroloindolines) (−)‐lansai B and (+)‐ nocardioazines A and B are reported. The key pyrroloindoline building blocks are rapidly prepared by enantioselective formal [3+2] cycloaddition reactions. The macrocycle of (+)‐nocardioazine A is constructed by an unusual intramolecular diketopiperazine formation.