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Enantioselective Bronsted acid-catalyzed N-acyliminium cyclization cascades.

Abstract:

An enantioselective Brønsted acid-catalyzed N-acyliminium cyclization cascade of tryptamines with enol lactones to form architecturally complex heterocycles in high enantiomeric excess has been developed. The reaction is technically simple to perform as well as atom-efficient and may be coupled to a gold(I)-catalyzed cycloisomerization of alkynoic acids whereby the key enol lactone reaction partner is generated in situ. Employing up to 10 mol % bulky chiral phosphoric acid catalysts in boilin...

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Publication status:
Published

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Publisher copy:
10.1021/ja9024885

Authors


Muratore, ME More by this author
Holloway, CA More by this author
Pilling, AW More by this author
Storer, RI More by this author
Trevitt, G More by this author
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Journal:
Journal of the American Chemical Society
Volume:
131
Issue:
31
Pages:
10796-10797
Publication date:
2009-08-05
DOI:
EISSN:
1520-5126
ISSN:
0002-7863
URN:
uuid:cae8c5b2-a84f-48c5-8f8f-ab350b2b16ac
Source identifiers:
34799
Local pid:
pubs:34799

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