Synfacts 2011(9): 0967-0967  
DOI: 10.1055/s-0030-1261004
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Asymmetric Rhodium-Catalyzed Synthesis of Tertiary Propargyl Alcohols

Contributor(s): Mark Lautens, Hasnain A. Malik
T. Ohshima*, T. Kawabata, Y. Takeuchi, T. Kakinuma, T. Iwasaki, T. Yonezawa, H. Murakami, H. Nishiyama, K. Mashiama*
Kyushu University, Fukuoka, Osaka University and Nagoya University, Japan
Further Information

Publication History

Publication Date:
19 August 2011 (online)

Significance

In contrast to the results of reacting aldehydes, there have been a limited number of examples that demonstrate a chemoselective and highly asymmetric alkynylation of ketones. The authors report a Rh/Phebox-catalyzed alkynylation of α-keto esters. A variety of alkynes are utilized in generally good yields with good to excellent enantioselectivities.