Efficient Synthesis of cis-3-Substituted Prolines by Bidentate-Assisted Palladium Catalysis
A highly effective protocol for the synthesis of C‐3‐substituted prolines has been developed. Pd‐catalyzed C(sp3)–H activation is used for the straightforward functionalization of prolines. The use of an 8‐aminoquinolinecarboxamide directing group allows direct arylation, alkenylation, and alkylatio...
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Published in | European journal of organic chemistry Vol. 2015; no. 1; pp. 142 - 151 |
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Main Authors | , , , , |
Format | Journal Article |
Language | English |
Published |
Weinheim
WILEY-VCH Verlag
01.01.2015
WILEY‐VCH Verlag Wiley Wiley Subscription Services, Inc |
Subjects | |
Online Access | Get full text |
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Summary: | A highly effective protocol for the synthesis of C‐3‐substituted prolines has been developed. Pd‐catalyzed C(sp3)–H activation is used for the straightforward functionalization of prolines. The use of an 8‐aminoquinolinecarboxamide directing group allows direct arylation, alkenylation, and alkylation at the C‐3 position of prolines in moderate to high yields with diverse iodo‐ or bromo precursors. The resulting 3‐substituted proline derivatives are important units in many biologically active compounds and are useful promoters for a variety of functional group transformations.
A highly effective protocol for the synthesis of C‐3‐substituted prolines has been developed. Pd‐catalyzed C(sp3)–H activation is used for the straightforward functionalization of prolines. The use of an 8‐aminoquinolinecarboxamide directing group allows direct arylation, alkenylation, and alkylation at the C‐3 position of prolines in moderate to high yields with diverse iodo‐ or bromo precursors. |
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Bibliography: | ArticleID:EJOC201403191 istex:52D137849141F661C52F19D1C24B5826D0422211 ark:/67375/WNG-R7CTDRWH-7 |
ISSN: | 1434-193X 1099-0690 |
DOI: | 10.1002/ejoc.201403191 |