Metal Complexes-catalyzed Hydrolysis, Alcoholysis, and Hydroalkoxylation

Tokunaga Makoto, Hamasaki Akiyuki, Yamamoto Eiji, Itoh Hisashi

doi:10.1002/chin.201052256

Bibliographic Information

Other Title

金属錯体触媒による加水分解，加アルコール分解およびアルコールの付加反応
キンゾクサクタイショクバイニヨルカスイブンカイカアルコールブンカイオヨビアルコールノフカハンノウ
ChemInform Abstract: Metal Complexes‐Catalyzed Hydrolysis, Alcoholysis, and Hydroalkoxylation

Search this article

Description

In this accounts, we describe our recent studies on hydrolysis, alcoholysis, and addition of alcohols to organic molecules. The reactions utilizing water and alcohols as a reagent are one of the most basic and simple reactions. The palladium-catalyzed asymmetric hydrolysis and alcoholysis of vinyl ethers gave valuable axially-chiral 1,1'-bi-2-naphthol and 1,1'-bi-2-phenol derivatives and chiral P-chirogenic compounds in optically active form. The reaction is applied for hydrolytic deallylation of N-allyl amide and allyl esters. The later one was achieved by palladium/ruthenium dual catalysts which is the first example of catalytic irreversible ester hydrolysis. Gold complexes also catalyzed vinyl ether alcoholysis and hydroalkoxylation of olefins. In the later reaction, simple unactivated olefins can be used as substrates and gave the product in 92% yield. The copper-DTBM-SEGPHOS complex catalyzed alcoholysis of azlactones which is the first example showing zero-order kinetic resolution.

Journal

Journal of Synthetic Organic Chemistry, Japan

Journal of Synthetic Organic Chemistry, Japan 68 (7), 738-744, 2010

The Society of Synthetic Organic Chemistry, Japan

Keywords

Details 詳細情報について

Export

Report a problem