Diisobutylaluminium hydride

Diisobutylaluminium hydride Structure
Diisobutylaluminium hydride structure
Common Name Diisobutylaluminium hydride
CAS Number 1191-15-7 Molecular Weight 142.218
Density 1.23 g/mL at 25 °C Boiling Point 65 °C
Molecular Formula C8H19Al Melting Point -70 °C
MSDS Chinese Flash Point 40 °F
Symbol GHS02 GHS05 GHS07 GHS08
GHS02, GHS05, GHS07, GHS08
Signal Word Danger

Use of multivariate statistical techniques to optimize the separation of 17 capsinoids by ultra performance liquid chromatography using different columns.

Talanta 134 , 256-63, (2015)

In this work a multivariate statistical tool (Derringer and Suich optimization) was proposed for the separation of seventeen capsinoids (natural and synthetic) using the UHPLC-DAD chromatography. Capsinoids were analyzed at 280 nm. The variables optimized wer...

[Development of domino reactions based on skeletal rearrangement].

Yakugaku Zasshi 131(11) , 1563-73, (2011)

Domino reactions, which enable formations of several chemical bonds and multi-step transformation in one-pot process, have received much attention as an efficient synthetic methodology to preserve chemists from time-consuming purification protocols and protec...

DIBAL-mediated reductive transformation of trans-dimethyl tartrate acetonide into ε-hydroxy α,β-unsaturated ester and its derivatives.

J. Org. Chem. 76(11) , 4669-74, (2011)

Stepwise, selective DIBAL reduction of the acetonide diester derived from tartaric acid followed by the Horner-Emmons reaction effectively provided desymmetrized hydroxy mono-olefination products in a one-pot operation.

Lactone-free ginkgolides via regioselective DIBAL-H reduction.

Org. Biomol. Chem. 3(19) , 3471-2, (2005)

The lactone rings of ginkgolide A are converted into corresponding tetrahydrofuran moieties via DIBAL-H reduction followed by deoxygenation of the formed lactols with Et3SiH-BF3.Et2O to produce a series of lactone-free ginkgolides.

DIBALH mediated reduction of the acetal moiety on perhydrofuro[2,3-b]pyran derivatives.

Carbohydr. Res. 335(1) , 63-70, (2001)

The reaction of DIBALH with bis(heteroannulated)-pyranosides containing the perhydrofuro[2,3-b]pyran moiety is described. The hydride attack at the anomeric carbon (C-9a) resulted in the exclusive tetrahydrofuran ring opening. The selectivity of this reaction...

Reduction of tertiary phosphine oxides with DIBAL-H.

J. Org. Chem. 73 , 1524-1531, (2008)

The reduction of tertiary phosphine oxides (TPOs) and sulfides with diisobutylaluminum hydride (DIBAL-H) has been studied in detail. An extensive solvent screen has revealed that hindered aliphatic ethers, such as MTBE, are optimum for this reaction at ambien...

Diisobutylaluminum hydride reductions revitalized: a fast, robust, and selective continuous flow system for aldehyde synthesis.

Org. Lett. 14(2) , 568-71, (2012)

A continuous flow system for the multiparameter (flow rate, temperature, residence time, stoichiometry) optimization of the DIBALH reduction of esters to aldehydes is described. Incorporating an in-line quench (MeOH), these transformations are generally compl...

Triisobutylaluminium and diisobutylaluminium hydride as molecular scalpels: the regioselective stripping of perbenzylated sugars and cyclodextrins.

Chemistry 10(12) , 2960-71, (2004)

To explain the remarkable regioselective de-O-benzylating properties of diisobutylaluminium hydride (DIBAL-H) and triisobutylaluminium (TIBAL) towards polybenzylated sugars or cyclodextrins, we propose a plausible mechanistic rationale critically involving th...

Regioselective synthesis of heterocycles containing nitrogen neighboring an aromatic ring by reductive ring expansion using diisobutylaluminum hydride and studies on the reaction mechanism.

J. Org. Chem. 75(3) , 627-36, (2010)

A systematic investigation of the reductive ring-expansion reaction of cyclic ketoximes fused to aromatic rings with diisobutylaluminum hydride (DIBALH) is described. This reaction regioselectively afforded a variety of five- to eight-membered bicyclic hetero...

Diisobutylaluminum hydride mediated regioselective O desilylations: access to multisubstituted cyclodextrins.

Angew. Chem. Int. Ed. Engl. 51(7) , 1548-52, (2012)