Diphosphine sulfides derived from 2,2′-biphosphole:: novel chiral S,S ligands for palladium-catalyzed asymmetric allylic substitution

被引：6

作者：

Robe, Emmanuel ^{[1
]}

Perlikowska, Wieslawa ^{[2
]}

Lemoine, Celine ^{[1
]}

Diab, Lisa ^{[1
]}

Vincendeau, Sandrine ^{[1
]}

Mikolajczyk, Marian ^{[2
]}

Daran, Jean-Claude ^{[1
]}

Gouygou, Maryse ^{[1
]}

机构：

[1] CNRS, Chim Coordinat Lab, F-31007 Toulouse, France

[2] Polish Acad Sci, Ctr Mol & Macromol Studies, PL-90363 Lodz, Poland

来源：

DALTON TRANSACTIONS | 2008年 / 21期

关键词：

D O I：

10.1039/b719554k

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Diphosphine sulfides derived from 2,2'-biphosphole have been efficiently synthesized in an enantiomerically pure form by a four step synthetic sequence. These S,S-ligands were used for the first time in Pd-catalyzed asymmetric allylic alkylation. Good yields and enantiomeric excess up to 73% were obtained.

引用

页码：2894 / 2898

页数：5

共 50 条

[31] Palladium-catalyzed asymmetric allylic amination using novel types of chiral bisphosphine ligands (BHMPs)
Tetrahedron Asymmetry, 1 (51):
[32] Palladium-catalyzed asymmetric tandem allylic substitution using chiral 2-(phosphinophenyl)pyridine ligand
Ito, K
Imahayashi, Y
Kuroda, T
Eno, S
Saito, B
Katsuki, T
TETRAHEDRON LETTERS, 2004, 45 (39) : 7277 - 7281
[33] PALLADIUM-CATALYZED ASYMMETRIC ALLYLIC AMINATION USING NOVEL TYPES OF CHIRAL BISPHOSPHINE LIGANDS (BHMPS)
YAMAZAKI, A
ACHIWA, K
TETRAHEDRON-ASYMMETRY, 1995, 6 (01) : 51 - 54
[34] Novel chiral P,N-ferrocene ligands in palladium-catalyzed asymmetric allylic alkylations
Zhang, WB
Yoneda, Y
Kida, T
Nakatsuji, Y
Ikeda, I
TETRAHEDRON-ASYMMETRY, 1998, 9 (19) : 3371 - 3380
[35] Synthesis of novel diphosphine ligands and their applications in palladium-catalyzed allylic alkylation to construct chiral quaternary carbon center
You, SL
Zhu, XZ
Hou, XL
Dai, LX
ACTA CHIMICA SINICA, 2001, 59 (10) : 1667 - 1674
[36] Palladium-catalyzed asymmetric allylic substitution reactions using new chiral phosphinite-oxazoline ligands derived from D-glucosamine
Yonehara, K
Hashizume, T
Mori, K
Ohe, K
Uemura, S
JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (26): : 9374 - 9380
[37] TADDOL-based P,S-bidentate phosphoramidite ligands in palladium-catalyzed asymmetric allylic substitution
Gavrilov, Konstantin N.
Chuchelkin, Ilya V.
Firsin, Ilya D.
Trunina, Valeria M.
Gavrilov, Vladislav K.
Zheglov, Sergey V.
Fedorov, Denis A.
Tafeenko, Victor A.
Zamilatskov, Ilya A.
Zimarev, Vladislav S.
Goulioukina, Nataliya S.
ORGANIC & BIOMOLECULAR CHEMISTRY, 2024, 22 (03) : 538 - 549
[38] C2-symmetric diphosphine ligands with only the planar chirality of ferrocene for the palladium-catalyzed asymmetric allylic alkylation
Zhang, WB
Shimanuki, T
Kida, T
Nakatsuji, Y
Ikeda, I
JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (17): : 6247 - 6251
[39] Chiral Phosphaalkene-Oxazoline Ligands for the Palladium-Catalyzed Asymmetric Allylic Alkylation
Dugal-Tessier, Julien
Dake, Gregory R.
Gates, Derek P.
ORGANIC LETTERS, 2010, 12 (20) : 4667 - 4669
[40] Chiral Imidazoline-Phosphine Ligands for Palladium-Catalyzed Asymmetric Allylic Substitutions
Mei, Liang-yong
Yuan, Zhi-liang
Shi, Min
ORGANOMETALLICS, 2011, 30 (23) : 6466 - 6475

← 1 2 3 4 5 →