Asymmetric Brønsted acid-catalyzed aza-Diels-Alder reaction of cyclic C-acylimines with cyclopentadiene

Magnus Rueping; Sadiya Raja

doi:10.3762/bjoc.8.208

Asymmetric Brønsted acid-catalyzed aza-Diels-Alder reaction of cyclic C-acylimines with cyclopentadiene

Magnus Rueping^*, Sadiya Raja

^*Corresponding author for this work

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

40 Scopus citations

Abstract

A new chiral Brønsted acid-catalyzed aza-Diels-Alder reaction of cyclic C-acylimines with cyclopentadiene has been developed. The reaction provides optically active aza-tetracycles in good yields with high diastereo- and enantioselectivities under mild reaction conditions.

Original language	English (US)
Pages (from-to)	1819-1824
Number of pages	6
Journal	Beilstein journal of organic chemistry
Volume	8
DOIs	https://doi.org/10.3762/bjoc.8.208
State	Published - Oct 23 2012
Externally published	Yes

Keywords

BINOL phosphate; [4 + 2] cycloaddition
Diels-Alder reaction
Organocatalysis

ASJC Scopus subject areas

Organic Chemistry

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10.3762/bjoc.8.208

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title = "Asymmetric Br{\o}nsted acid-catalyzed aza-Diels-Alder reaction of cyclic C-acylimines with cyclopentadiene",

abstract = "A new chiral Br{\o}nsted acid-catalyzed aza-Diels-Alder reaction of cyclic C-acylimines with cyclopentadiene has been developed. The reaction provides optically active aza-tetracycles in good yields with high diastereo- and enantioselectivities under mild reaction conditions.",

keywords = "BINOL phosphate; [4 + 2] cycloaddition, Diels-Alder reaction, Organocatalysis",

author = "Magnus Rueping and Sadiya Raja",

year = "2012",

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doi = "10.3762/bjoc.8.208",

language = "English (US)",

volume = "8",

pages = "1819--1824",

journal = "Beilstein journal of organic chemistry",

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AU - Rueping, Magnus

AU - Raja, Sadiya

PY - 2012/10/23

Y1 - 2012/10/23

N2 - A new chiral Brønsted acid-catalyzed aza-Diels-Alder reaction of cyclic C-acylimines with cyclopentadiene has been developed. The reaction provides optically active aza-tetracycles in good yields with high diastereo- and enantioselectivities under mild reaction conditions.

AB - A new chiral Brønsted acid-catalyzed aza-Diels-Alder reaction of cyclic C-acylimines with cyclopentadiene has been developed. The reaction provides optically active aza-tetracycles in good yields with high diastereo- and enantioselectivities under mild reaction conditions.

KW - BINOL phosphate; [4 + 2] cycloaddition

KW - Diels-Alder reaction

KW - Organocatalysis

UR - http://www.scopus.com/inward/record.url?scp=84868352724&partnerID=8YFLogxK

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DO - 10.3762/bjoc.8.208

M3 - Article

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AN - SCOPUS:84868352724

SN - 1860-5397

VL - 8

SP - 1819

EP - 1824

JO - Beilstein journal of organic chemistry

JF - Beilstein journal of organic chemistry

ER -

Asymmetric Brønsted acid-catalyzed aza-Diels-Alder reaction of cyclic C-acylimines with cyclopentadiene

Abstract

Keywords

ASJC Scopus subject areas

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