Full text loading...
- ISSN: 1570-1786
- E-ISSN: 1875-6255
-
Efficient Enantioselective Michael Addition of Nitroalkenes Catalyzed by a Surfactant-Type Bifunctional Thiourea Organocatalyst in the Presence of Water
- Source: Letters in Organic Chemistry, Volume 9, Issue 1, Jan 2012, p. 51 - 55
-
- 01 Jan 2012
Abstract
New surfactant-type bifunctional thiourea organocatalysts 3 were synthesized. It was found that in the presence of 10 mol% PhCOOH, bifunctional thiourea bearing a long chain 3b in 10 mol% loading could smoothly catalyze the asymmetric Michael reaction of nitroalkenes 4 with cyclohexanone at room temperature in the presence of water, giving the desired adducts 5a-i in good yields (80 - 93%) with high diastereoselectivities (syn/anti = 95/5 - > 99/1) and enantioselectivities (up to 92% ee).
© Bentham Science Publishers