New homochiral cyclic diol ligands for titanium alkoxide catalyzed phosphonylation of aldehydes

被引：88

作者：

Groaning, MD ^{[1
]}

Rowe, BJ ^{[1
]}

Spilling, CD ^{[1
]}

机构：

[1] Univ Missouri, Dept Chem, St Louis, MO 63121 USA

来源：

TETRAHEDRON LETTERS | 1998年 / 39卷 / 31期

关键词：

D O I：

10.1016/S0040-4039(98)01139-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An investigation of the structural effects of chiral diol ligands on the enantioselectivity of phosphorylation was performed. Cyclic diols, and cyclohexanediol in particular, were identified as effective ligands for titanium alkoxide catalyzed asymmetric phosphorylation. (C) 1998 Elsevier Science Ltd. All rights reserved.

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页码：5485 / 5488

页数：4

相关论文

共 45 条

[1]

[Anonymous], PHOSPHORUS SULFUR

[2] Catalytic asymmetric synthesis of alpha-hydroxy phosphonates using the Al-Li-BINOL complex [J].

Arai, T ;

Bougauchi, M ;

Sasai, H ;

Shibasaki, M .

JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (09) :2926-2927

[3] REACTIONS OF CHIRAL PHOSPHORUS-ACID DIAMIDES - THE ASYMMETRIC-SYNTHESIS OF CHIRAL ALPHA-HYDROXY PHOSPHONAMIDES, PHOSPHONATES, AND PHOSPHONIC-ACIDS [J].

BLAZIS, VJ ;

KOELLER, KJ ;

SPILLING, CD .

JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (04) :931-940

[4] Application of Wallach's rule in a comparison of the X-ray crystal structures of the racemate and the (S) enantiomer of (1-hydroxy-3-phenyl-2-propenyl) dimethylphosphonate [J].

Blazis, VJ ;

Koeller, KJ ;

Rath, NP ;

Spilling, CD .

ACTA CRYSTALLOGRAPHICA SECTION B-STRUCTURAL SCIENCE, 1997, 53 :838-842

[5]

BLAZIS VJ, 1993, 206 NAT M AM CHEM SO

[6] SOME REARRANGEMENTS OF UNSATURATED PHOSPHONATE ESTERS [J].

COOPER, D ;

TRIPPETT, S .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1981, (07) :2127-2133

[7] ENZYMATIC-HYDROLYSIS OF (+/-)-TRANS-1,2-DIACETOXYCYCLOALKANES - A FACILE ROUTE TO OPTICALLY-ACTIVE CYCLOALKANE-1,2-DIOLS [J].

CROUT, DHG ;

GAUDET, VSB ;

LAUMEN, K ;

SCHNEIDER, MP .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1986, (10) :808-810

[8]

DELACRUZ MA, 1995, THESIS U MISSOURI ST

[9] ENZYMES IN ORGANIC-CHEMISTRY .2. LIPASE-CATALYZED HYDROLYSIS OF 1-ACYLOXY-2-ARYLETHYLPHOSPHONATES AND SYNTHESIS OF PHOSPHONIC ACID ANALOGS OF L-PHENYLALANINE AND L-TYROSINE [J].

DRESCHER, M ;

LI, YF ;

HAMMERSCHMIDT, F .

TETRAHEDRON, 1995, 51 (17) :4933-4946

[10] ASYMMETRIC C-C-BOND FORMATION WITH TITANIUM CARBOHYDRATE COMPLEXES [J].

DUTHALER, RO ;

HAFNER, A ;

RIEDIKER, M .

PURE AND APPLIED CHEMISTRY, 1990, 62 (04) :631-642

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