Theoretical explorations of enantioselective alkylation reactions of pyrroles and indoles organocatalyzed by chiral imidazolidinones

Ruth Gordillo; Jennifer Carter; K. N. Houk

doi:10.1002/adsc.200404107

Theoretical explorations of enantioselective alkylation reactions of pyrroles and indoles organocatalyzed by chiral imidazolidinones

Ruth Gordillo, Jennifer Carter, K. N. Houk

Research output: Contribution to journal › Article › peer-review

84 Scopus citations

Abstract

The transition structures for MacMillan's alkylations of N-methylpyrrole by aldehydes catalyzed by chiral amine salts were explored with B3LYP/6-31G(d) density functional theory. These results provide an explanation of the enantioselectivities observed with these two catalysts.

Original language	English (US)
Pages (from-to)	1175-1185
Number of pages	11
Journal	Advanced Synthesis and Catalysis
Volume	346
Issue number	9-10
DOIs	https://doi.org/10.1002/adsc.200404107
State	Published - Aug 2004

Keywords

Alkylation reactions
Chiral imidazolidinones
Enantioselection
Hybrid density functional theory
Organic catalysis

ASJC Scopus subject areas

Catalysis
Organic Chemistry

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10.1002/adsc.200404107

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abstract = "The transition structures for MacMillan's alkylations of N-methylpyrrole by aldehydes catalyzed by chiral amine salts were explored with B3LYP/6-31G(d) density functional theory. These results provide an explanation of the enantioselectivities observed with these two catalysts.",

keywords = "Alkylation reactions, Chiral imidazolidinones, Enantioselection, Hybrid density functional theory, Organic catalysis",

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AU - Carter, Jennifer

AU - Houk, K. N.

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AB - The transition structures for MacMillan's alkylations of N-methylpyrrole by aldehydes catalyzed by chiral amine salts were explored with B3LYP/6-31G(d) density functional theory. These results provide an explanation of the enantioselectivities observed with these two catalysts.

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KW - Chiral imidazolidinones

KW - Enantioselection

KW - Hybrid density functional theory

KW - Organic catalysis

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Theoretical explorations of enantioselective alkylation reactions of pyrroles and indoles organocatalyzed by chiral imidazolidinones

Abstract

Keywords

ASJC Scopus subject areas

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