d-Mannitol-derived novel chiral thioureas: Synthesis and application in asymmetric Henry reactions.

Authors :: Liu, Miaoxi
Ji, Nan
Wang, Li
Liu, Peng
He, Wei
Source :: Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry. Mar2018, Vol. 59 Issue 11, p999-1004. 6p.
Publication Year :: 2018
Abstract: Five novel thioureas have been obtained through multi-step reactions from d -Mannitol as starting material and applied as catalysts in the asymmetric Henry reaction. Using catalyst 7a , (1 S ,2 R )-2-nitro-1-phenylpropan-1-ol containing two chiral centers was obtained in high yield and with high selectivity (up to 95% yield, 87% ee, 91:9 dr). This catalyst also retained activity in the presence of water, affording a up to 93% yield, 88% ee, and 94:6 dr. [ABSTRACT FROM AUTHOR]

Subjects :: *MANNITOL
*CHEMICAL synthesis
*NITROALDOL reactions
*CHIRALITY
*THIOUREA

Language :: English
ISSN :: 00404039
Volume :: 59
Issue :: 11
Database :: Academic Search Index
Journal :: Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry
Publication Type :: Academic Journal
Accession number :: 128125910
Full Text :: https://doi.org/10.1016/j.tetlet.2018.01.082

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