New chiral ligands derived from (+) and (−)-α-pinene for the enantioselective addition of diethylzinc to aldehydes. Issue 3 (20th January 2016)

• Record Type: Journal Article
• Authors: Frensch, Gustavo; Labes, Ricardo; Wosch, Celso Luiz; Munaretto, Laieli dos Santos; Salomé, Kahlil Schwanka; Guerrero, Palimécio G.; Marques, Francisco A.
• Is Part Of: Tetrahedron letters. Volume 57:Issue 3(2016)
• Page Start: 420
• Page End: 422
• Publication Date: 2016-01-20
• Subjects: BCDMPBIHYVTOMY-FMSGJZPZSA-N -- OTBXPRJLIYBQHF-SNVBAGLBSA-N -- BBHSZOOWHIJKLU-XPCVCDNBSA-N -- JRQTWVSBROAISM-FMSGJZPZSA-N -- WKWGHWACXXWYHD-FMSGJZPZSA-N -- WMPDAIZRQDCGFH-UHFFFAOYSA-N; Diethylzinc -- Stereoselective addition -- Catalyst -- Chiral amino alcohol -- Chiral secondary alcohol; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2015.12.042
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Abstract: In this study, we synthesized five new chiral ligands from (+) and (−)-α-pinene, which were successfully employed in the stereoselective addition of diethylzinc to aldehydes, leading to secondary chiral alcohols in up to 99% yield and 94% e.e.