Synthesis 2009(16): 2749-2755  
DOI: 10.1055/s-0029-1216913
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

A Facile Synthesis of Two Series of Multifunctional Carbon Compounds from α,α-Dihalo Ketones Using Allylsamarium Bromide

Xiaodan Liu, Songlin Zhang*, Jucai Di
Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou 215123, P. R. of China
Fax: +86(512)65880352; e-Mail: zhangsl@suda.edu.cn;
Further Information

Publication History

Received 2 March 2009
Publication Date:
23 July 2009 (online)

Abstract

The use of allylsamarium bromide to effect two different reactions on the common starting material, α,α-dihalo ketones, is presented. With DMF, α-halo-α-allyl aldehydes were obtained, while α-hydroxy-α-allyl aldehyde acetals were obtained in the presence of NaOMe/MeOH .