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Merck

939544

Sigma-Aldrich

(S)-tBuPHOX-Pd-MAH

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别名:

(S)-tert-Butyl-2-[2-(diphenylphosphino)phenyl]-4,5-dihydrooxazole-palldium-maleicanhydride, (S)-tBuPHOX-Pd-maleic-anhydride

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About This Item

经验公式(希尔记法):
C29H28NO4PPd
分子量:
591.93
分類程式碼代碼:
12352100

形狀

powder

品質等級

反應適用性

core: palladium
reaction type: Trost Asymmetric Allylic Alkylation
reaction type: Tsuji-Trost Reaction
reagent type: catalyst

顏色

faint beige to dark beige-brown

SMILES 字串

CC(C)(C)[C@@H]1[N]([Pd]23C4([H])=C3([H])C(OC4=O)=O)=C(C5=CC=CC=C5[P]2(C6=CC=CC=C6)C7=CC=CC=C7)OC1

InChI

InChI=1S/C25H26NOP.C4H2O3.Pd/c1-25(2,3)23-18-27-24(26-23)21-16-10-11-17-22(21)28(19-12-6-4-7-13-19)20-14-8-5-9-15-20;5-3-1-2-4(6)7-3;/h4-17,23H,18H2,1-3H3;1-2H;/q;;-1/p+1/t23-;;/m1../s1

InChI 密鑰

FGSJOEKZZULTLF-MQWQBNKOSA-O

一般說明

(S)-tBuPHOX-Pd-MAH is a chiral Pd(0) precatalyst first produced in the group of David C. Leitch for asymmetric allylic alkylation reactions. The complex bears a chiral Pfaltz-Helmchen-Williams (PHOX) ligand as well as an easily diplaced maleic anhydride (MAH) ligand.

特點和優勢

(S)-tBuPHOX-Pd-MAH is a rare example of a chiral, isolable Pd(0) precatalyst for allylic alkylation reactions. Using a chiral single-component precatalyst instead of forming the chiral catalytic speices in-situ avoids activity, reproducibility, and/or selectivity problems arising from incomplete formation of the desired chiral catalyst.

相關產品

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable


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Jingjun Huang et al.
Nature communications, 14(1), 8058-8058 (2023-12-06)
Stereoselective carbon-carbon bond formation via palladium-catalyzed asymmetric allylic alkylation is a crucial strategy to access chiral natural products and active pharmaceutical ingredients. However, catalysts based on the privileged Trost and Pfaltz-Helmchen-Williams PHOX ligands often require high loadings, specific preactivation protocols

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