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- Title
Synthesis of d-Fructose-Based Bifunctional Primary Amine-Thiourea Organocatalysts and Their Applications in Asymmetric Reactions.
- Authors
Lalhmangaihzuala, Samson; Khiangte, Vanlalngaihawma; Laldinpuii, Zathang; Nunnemi, Lal; Malsawmsanga, Joute; Lallawmzuali, Gospel; Liana, Thanhming; Lalhriatpuia, Chhakchhuak; Pachuau, Zodinpuia; Vanlaldinpuia, Khiangte
- Abstract
The preparation of a new class of six bifunctional thiourea organocatalysts having a d-fructose scaffold and a primary amino group was demonstrated. In the present study, the novel organocatalysts exhibited excellent enantio- and moderate diastereoselectivities in the asymmetric Michael addition of aliphatic ketones and 1,3-diketone to substituted nitroolefins at room temperature. In addition, the direct asymmetric aldol reaction between cyclic aliphatic ketone and aromatic aldehydes was also studied in the presence of the saccharide-thiourea organocatalysts giving excellent yield with moderate enantioselectivity.
- Subjects
ALDOLS; NITROALKENES; KETONES; AMINO group; AROMATIC aldehydes; THIOUREA
- Publication
Chemistry (2624-8549), 2023, Vol 5, Issue 4, p2362
- ISSN
2624-8549
- Publication type
Article
- DOI
10.3390/chemistry5040156