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Iridium-catalyzed reductive nitro-Mannich cyclization.

Abstract:

A new chemoselective reductive nitro-Mannich cyclization reaction sequence of nitroalkyl-tethered lactams has been developed. Relying on the rapid and chemoselective iridium(I)-catalyzed reduction of lactams to the corresponding enamine, subsequent nitro-Mannich cyclization of tethered nitroalkyl functionality provides direct access to important alkaloid natural-product-like structures in yields up to 81 % and in diastereoselectivities that are typically good to excellent. An in-depth underst...

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Publication status:
Published

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Publisher copy:
10.1002/chem.201405256

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Institution:
University of Oxford
Division:
MPLS
Department:
Chemistry
Sub department:
Organic Chemistry
Role:
Author
Publisher:
Wiley
Journal:
Chemistry (Weinheim an der Bergstrasse, Germany)
Volume:
21
Issue:
1
Pages:
111-114
Publication date:
2015-01-01
DOI:
EISSN:
1521-3765
ISSN:
0947-6539
Source identifiers:
490888
Language:
English
Keywords:
Pubs id:
pubs:490888
UUID:
uuid:5a6e77ff-7f54-4c24-a53f-bc57e0f01183
Local pid:
pubs:490888
Deposit date:
2014-12-15

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