Catalytic Enantioselective Synthesis of Lactams through Formal [4+2] Cycloaddition of Imines with Homophthalic Anhydride. (27th January 2017)
- Record Type:
- Journal Article
- Title:
- Catalytic Enantioselective Synthesis of Lactams through Formal [4+2] Cycloaddition of Imines with Homophthalic Anhydride. (27th January 2017)
- Main Title:
- Catalytic Enantioselective Synthesis of Lactams through Formal [4+2] Cycloaddition of Imines with Homophthalic Anhydride
- Authors:
- Jarvis, Claire L.
Hirschi, Jennifer S.
Vetticatt, Mathew J.
Seidel, Daniel - Abstract:
- Abstract: An amide‐thiourea compound, operating through a novel ion pairing mechanism, is an efficient organocatalyst for the asymmetric reaction of homophthalic anhydride with imines. N ‐aryl and N ‐alkyl imines readily undergo formal [4+2] cycloaddition to provide lactams with high levels of enantio‐ and diastereoselectivity. The nature of the key chiral ion pair intermediate was elucidated by DFT calculations.
- Is Part Of:
- Angewandte Chemie. Volume 129:Number 10(2017)
- Journal:
- Angewandte Chemie
- Issue:
- Volume 129:Number 10(2017)
- Issue Display:
- Volume 129, Issue 10 (2017)
- Year:
- 2017
- Volume:
- 129
- Issue:
- 10
- Issue Sort Value:
- 2017-0129-0010-0000
- Page Start:
- 2714
- Page End:
- 2718
- Publication Date:
- 2017-01-27
- Subjects:
- Anionenbindung -- Asymmetrische Katalyse -- Ionenpaarung -- Organokatalyse -- Wasserstoffbrücken
Chemistry -- Periodicals
540 - Journal URLs:
- http://onlinelibrary.wiley.com/ ↗
- DOI:
- 10.1002/ange.201612148 ↗
- Languages:
- English
- ISSNs:
- 0044-8249
- Deposit Type:
- Legaldeposit
- View Content:
- Available online (eLD content is only available in our Reading Rooms) ↗
- Physical Locations:
- British Library DSC - 0902.000000
British Library DSC - BLDSS-3PM
British Library HMNTS - ELD Digital store - Ingest File:
- 8621.xml