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(S)-Xyl-Phanephos

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Catalog Number

ACM325168885-1

Product Name

(S)-Xyl-Phanephos

Structure

CAS

325168-88-5

Product Overview
Usage

Synonyms

(S)-(+)-4,12-Bis[di(3,5-xylyl)phosphino]-[2.2]-paracyclophane

Molecular Weight

688.87

Molecular Formula

C48H50P2

InChI

1S/C48H50P2/c1-31-17-32(2)22-43(21-31)49(44-23-33(3)18-34(4)24-44)47-29-39-9-13-41(47)15-11-40-10-14-42(16-12-39)48(30-40)50(45-25-35(5)19-36(6)26-45)46-27-37(7)20-38(8)28-46/h9-10,13-14,17-30H,11-12,15-16H2,1-8H3

InChI Key

LYHOBZAADXPPNW-UHFFFAOYSA-N

Melting Point

234-238 °C

Assay

0.9

Optical Activity

[α]/D +61.0°, c = 0.1 in ethanol

Application

(S)-Xyl-Phanephos serves as a versatile and highly efficient chiral ligand, primarily utilized in the field of asymmetric catalysis. It facilitates the enantioselective hydrogenation of dehydroamino acids, methyl esters, and a variety of ketones, thereby enhancing the selectivity and efficiency of these reactions. Additionally, this chiral ligand is integral in the enantioselective hydroxycarbonylation and alkoxycarbonylation of alkenes, further showcasing its broad applicability. The utility of (S)-Xyl-Phanephos extends to enabling enantioselective [2+2] cycloadditions involving oxabicyclic alkenes with terminal alkynes, as well as in the gold-catalyzed enantioselective Cope rearrangement of achiral 1,5-dienes. Overall, (S)-Xyl-Phanephos plays a crucial role in advancing asymmetric synthesis techniques, making it a vital tool in the repertoire of synthetic chemists.

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