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One‐Pot Asymmetric Synthesis of Quaternary Pyrroloindolones through a Multicatalytic N‐Allylation/Hydroacylation Sequence
Author(s) -
Lu Hong,
Lin JunBing,
Liu JinYu,
Xu PengFei
Publication year - 2014
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.201402947
Subject(s) - hydroacylation , quaternary carbon , intramolecular force , chemistry , nucleophile , carbene , combinatorial chemistry , catalysis , tandem , quaternary , enantioselective synthesis , organic chemistry , stereochemistry , aldehyde , materials science , composite material , biology , paleontology
An intramolecular, quaternary carbon center forming hydroacylation of α‐substituted acrylates has been discovered. This interesting transformation can be readily incorporated into a multicatalytic tandem process enabled by a combination of nucleophilic tertiary amine and N‐heterocyclic carbene catalysis. With no additional stoichiometric base required, this transformation affords the quaternary pyrroloindolones with high levels of enantioselectivity.