Abstract

[163169-12-8] C31H26NOPFe (MW 515.39) InChI = 1S/C26H21NOP.C5H5.Fe/c1-4-11-20(12-5-1)24-19-28-26(27-24)23-17-10-18-25(23)29(21-13-6-2-7-14-21)22-15-8-3-9-16-22;1-2-4-5-3-1;/h1-18,24H,19H2;1-5H;/t24-;;/m1../s1 InChIKey = QHWSWZGJUBBRJV-PPLJNSMQSA-N (chiral ligand for asymmetric transition metal-catalyzed reactions including ketone and imine reductions, cuprate additions to enones, allylic cross-coupling reactions with Grignard reagents, and the enantioselective ring opening of oxabicyclic alkenes) Physical Data: dark brown solid, mp 184–185 °C (decomposed)1 [α]D +36.8 (c = 0.005 g mL−1, CHCl3).2 Solubility: soluble in most common organic solvents. Not soluble in water. Form Supplied in: not currently commercially available. Analysis of Reagent Purity: 1H NMR, 13C NMR. Preparative Methods: this compound can be prepared from the corresponding ferrocenyl oxazoline via a diastereoselective metalation with an alkyl lithium base followed by trapping with chlorodiphenylphosphine.3, 4 The diastereoselectivity of the metalation can vary significantly depending on the base, and the greatest selectivity is observed using sec-butyllithium/TMEDA in diethyl ether or hexanes (but not in THF).5, 6 Purification: flash chromatography. Handling, Storage, and Precautions: no special instructions for storage and handling are mentioned in the literature. Use in a fume hood.

Talk to us

Join us for a 30 min session where you can share your feedback and ask us any queries you have

Schedule a call

Disclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.