Pentacoordinate vs. tetracoordinate complexation for alkoxycarbonyl compounds with dialkylboron triflates and trifluoroacetates?

被引：9

作者：

Ooi, T ^{[1
]}

Uraguchi, D ^{[1
]}

Maruoka, K ^{[1
]}

机构：

[1] Hokkaido Univ, Grad Sch Sci, Dept Chem, Sapporo, Hokkaido 0600810, Japan

来源：

TETRAHEDRON LETTERS | 1998年 / 39卷 / 44期

关键词：

D O I：

10.1016/S0040-4039(98)01798-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The implication of hitherto unknown pentacoordinate complex formation for alkoxycarbonyl compounds with Et2BX (X = OTf, OCOCF3) is presented by several reduction/allylation experiments and low-temperature C-13, B-11 NMR spectroscopy. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：8105 / 8108

页数：4

共 8 条

[1] HIGH-RESOLUTION METAL-NMR SPECTROSCOPY OF ORGANOMETALLIC COMPOUNDS [J].

BENN, R ;

RUFINSKA, A .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1986, 25 (10) :861-881

[2] COMPOUNDS OF PENTACOORDINATE (10-B-5) AND HEXACOORDINATE (12-B-6) HYPERVALENT BORON [J].

LEE, DY ;

MARTIN, JC .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1984, 106 (19) :5745-5746

[3] NEW CROSS-ALDOL REACTION VIA VINYLOXYBORANES [J].

MUKAIYAMA, T ;

INOUE, T .

CHEMISTRY LETTERS, 1976, (06) :559-562

[4]

Negishi E., 1980, ORGANOMETALLICS ORGA

[5] Fluorine-assisted selective alkylation to fluorinated epoxides and carbonyl compounds: Implication of pentacoordinate trialkylaluminum complexes [J].

Ooi, T ;

Kagoshima, N ;

Maruoka, K .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (24) :5754-5755

[6] CHELATION OR NON-CHELATION CONTROL IN ADDITION-REACTIONS OF CHIRAL ALPHA-ALKOXY AND BETA-ALKOXY CARBONYL-COMPOUNDS [J].

REETZ, MT .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1984, 23 (08) :556-569

[7]

Santelli M., 1995, LEWIS ACIDS SELECTIV

[8] A CONVENIENT METHOD FOR THE PREPARATION OF MACROLIDES FROM TRIMETHYLSILYL "OMEGA-TRIMETHYLSILYLOXYCARBOXYLATES [J].

TANIGUCHI, N ;

KINOSHITA, H ;

INOMATA, K ;

KOTAKE, H .

CHEMISTRY LETTERS, 1984, (08) :1347-1348

← 1 →