Stereoselective synthesis of tetrasubstituted alkenylboronates via 1,1-organodiboronates

Kohei Endo; Munenao Hirokami; Takanori Shibata

doi:10.1021/jo1003407

Stereoselective synthesis of tetrasubstituted alkenylboronates via 1,1-organodiboronates

J Org Chem. 2010 May 21;75(10):3469-72. doi: 10.1021/jo1003407.

Authors

Kohei Endo¹, Munenao Hirokami, Takanori Shibata

Affiliation

¹ Department of Chemistry and Biochemistry, School of Advanced Science and Engineering, Waseda University, Shinjuku, Tokyo 169-8555, Japan. kendo@aoni.waseda.jp

PMID: 20394374
DOI: 10.1021/jo1003407

Abstract

The stereoselective synthesis of tetrasubstituted alkenylboronates was established via the lithiation/nucleophilic addition reaction of 1,1-organodiboronates to carbonyl compounds. The present approach enables the facile and practical synthesis of tetrasubstituted olefins, which are useful synthetic intermediates for further functionalizations.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Boronic Acids / chemical synthesis*
Boronic Acids / chemistry*
Molecular Structure
Stereoisomerism

Substances

Boronic Acids