52992-91-3Relevant articles and documents
Synthesis of new C3 symmetric amino acid- and aminoalcohol-containing chiral stationary phases and application to HPLC enantioseparations
Yu, Jeongjae,Armstrong, Daniel W.,Ryoo, Jae Jeong
, p. 74 - 84 (2017/12/26)
We recently reported a new C3-symmetric (R)-phenylglycinol N-1,3,5-benzenetricarboxylic acid-derived chiral high-performance liquid chromatography (HPLC) stationary phase (CSP 1) that demonstrated better results as compared to a previously described N-3,5-dintrobenzoyl (DNB) (R)-phenylglycinol-derived CSP. Over a decade ago, (S)-leucinol, (R)-phenylglycine, and (S)-leucine derivatives were used as the starting materials of 3,5-DNB-based Pirkle-type CSPs for chiral separation. In this study, three new C3-symmetric CSPs (CSP 2, 3, and 4) were prepared by combining the ideas and results mentioned above. Here we describe the synthetic procedures and applications of the new C3-symmetric CSPs (CSP 2–CSP 4).
Kinetic resolution of hydroperoxides with enantiopure phosphines: Preparation of enantioenriched tertiary hydroperoxides
Driver, Tom G.,Harris, Jason R.,Woerpel
, p. 3836 - 3837 (2008/02/13)
An efficient reductive kinetic resolution strategy capable of accessing optically active tertiary hydroperoxides is reported. Readily accessible tertiary hydroperoxides are resolved with commercially available (R)- or (S)-xylyl-PHANEPHOS with selectivity factors as large as 37. The resulting bis(phosphine oxide) can be recycled in high yields. The isolated mono(phosphine oxide) intermediate resolved hydroperoxides with the same selectivity as the parent bisphosphine. Copyright
HIGHLY ENANTIOSELECTIVE ADDITION OF (S)-LITHIOMETHYL 1-NAPHTHYL SULFOXIDE TO KETONES
Sakuraba, Hidetake,Ushiki, Shigeru
, p. 5349 - 5352 (2007/10/02)
The anion of (S)-(-)-methyl 1-naphthyl sulfoxide reacts enantioselectively with alkyl phenyl ketones to give (SsSc)-β-hydroxysulfoxides with diastereomeric excess (de) up to 100percent.Optical pure (S)-tertiary alcohols are prepared by desulfurization of the corresponding diastereomers.