Asymmetric Brønsted acid-catalyzed aza-Diels–Alder reaction of cyclic C-acylimines with cyclopentadiene
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.
| Main Authors: | , |
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| Format: | Article |
| Language: | English |
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Beilstein-Institut
2012-10-01
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| Series: | Beilstein Journal of Organic Chemistry |
| Subjects: | |
| Online Access: | https://doi.org/10.3762/bjoc.8.208 |
| _version_ | 1818732585311797248 |
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| author | Magnus Rueping Sadiya Raja |
| author_facet | Magnus Rueping Sadiya Raja |
| author_sort | Magnus Rueping |
| collection | DOAJ |
| description | 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. |
| first_indexed | 2024-12-17T23:35:55Z |
| format | Article |
| id | doaj.art-6c1b7dc32e464649b7a8dc325b10b62d |
| institution | Directory Open Access Journal |
| issn | 1860-5397 |
| language | English |
| last_indexed | 2024-12-17T23:35:55Z |
| publishDate | 2012-10-01 |
| publisher | Beilstein-Institut |
| record_format | Article |
| series | Beilstein Journal of Organic Chemistry |
| spelling | doaj.art-6c1b7dc32e464649b7a8dc325b10b62d2022-12-21T21:28:33ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972012-10-01811819182410.3762/bjoc.8.2081860-5397-8-208Asymmetric Brønsted acid-catalyzed aza-Diels–Alder reaction of cyclic C-acylimines with cyclopentadieneMagnus Rueping0Sadiya Raja1Institute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, D-52074 Aachen, GermanyInstitute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, D-52074 Aachen, GermanyA 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.https://doi.org/10.3762/bjoc.8.208BINOL phosphate[4 + 2] cycloadditionDiels–Alder reactionorganocatalysis |
| spellingShingle | Magnus Rueping Sadiya Raja Asymmetric Brønsted acid-catalyzed aza-Diels–Alder reaction of cyclic C-acylimines with cyclopentadiene Beilstein Journal of Organic Chemistry BINOL phosphate [4 + 2] cycloaddition Diels–Alder reaction organocatalysis |
| title | Asymmetric Brønsted acid-catalyzed aza-Diels–Alder reaction of cyclic C-acylimines with cyclopentadiene |
| title_full | Asymmetric Brønsted acid-catalyzed aza-Diels–Alder reaction of cyclic C-acylimines with cyclopentadiene |
| title_fullStr | Asymmetric Brønsted acid-catalyzed aza-Diels–Alder reaction of cyclic C-acylimines with cyclopentadiene |
| title_full_unstemmed | Asymmetric Brønsted acid-catalyzed aza-Diels–Alder reaction of cyclic C-acylimines with cyclopentadiene |
| title_short | Asymmetric Brønsted acid-catalyzed aza-Diels–Alder reaction of cyclic C-acylimines with cyclopentadiene |
| title_sort | asymmetric bronsted acid catalyzed aza diels alder reaction of cyclic c acylimines with cyclopentadiene |
| topic | BINOL phosphate [4 + 2] cycloaddition Diels–Alder reaction organocatalysis |
| url | https://doi.org/10.3762/bjoc.8.208 |
| work_keys_str_mv | AT magnusrueping asymmetricbrønstedacidcatalyzedazadielsalderreactionofcycliccacylimineswithcyclopentadiene AT sadiyaraja asymmetricbrønstedacidcatalyzedazadielsalderreactionofcycliccacylimineswithcyclopentadiene |