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Abstract The direct C−H acyloxylation of polycyclic aromatic hydrocarbons (PAHs) with carboxylic acids as the acyloxylating agents was achieved via the electron‐donor‐acceptor (EDA) complexes between PAHs andN‐iodosuccinimide (NIS). This visible light‐assisted metal‐free C−H acyloxylation reaction provides an easy access to the desired aryl carboxylates from readily available PAHs and aliphatic and aromatic carboxylic acids under mild reaction conditions. magnified image
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Diastereodivergent Synthesis of Bridged Tetrahydroisoquinoline Derivatives Catalyzed by Modularly Designed Organocatalysts
Abstract The diastereodivergent synthesis of bridged 1,2,3,4‐tetrahydroisoquinoline derivatives has been achieved by using appropriate modularly designed organocatalysts (MDOs) that are self‐assembled in situ from amino acids and cinchona alkaloid derivatives. The domino Mannich/aza‐Michael/aldol reaction between (E)‐2‐[2‐(3‐aryl‐3‐oxoprop‐1‐en‐1‐yl)phenyl]acetaldehydes and ethyl or benzyl (E)‐2‐[(4‐methoxyphenyl)imino]acetates catalyzed by MDOs gives two different diastereomers of the desired bridged tetrahydroisoquinolines in good yields and excellent diastereoselectivities (up to 99:1 dr) and enantioselectivities (up to >99%ee). The diastereodivergence was achieved in the aldol reaction step. magnified image
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- Award ID(s):
- 1664278
- PAR ID:
- 10146857
- Publisher / Repository:
- Wiley Blackwell (John Wiley & Sons)
- Date Published:
- Journal Name:
- Advanced Synthesis & Catalysis
- Volume:
- 362
- Issue:
- 12
- ISSN:
- 1615-4150
- Format(s):
- Medium: X Size: p. 2419-2426
- Size(s):
- p. 2419-2426
- Sponsoring Org:
- National Science Foundation
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