The Journal of organic chemistry

Studies on hydrozirconation of 1-alkynyl sulfoxides or sulfones and the application for the synthesis of stereodefined vinyl sulfoxides or sulfones

X Huang, D Duan, W Zheng

Index: Huang, Xian; Duan, Dehui; Zheng, Weixin Journal of Organic Chemistry, 2003 , vol. 68, # 5 p. 1958 - 1963

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Citation Number: 58

Abstract

The hydrozirconation reaction of 1-alkynyl sulfoxides or sulfones with Cp2Zr (H) Cl in THF at room temperature predominantly gave Z-β-zirconated vinyl sulfoxides or sulfones with excellent regioselectivity. Compared with 1-alkynyl sulfoxides, the hydrozirconation reaction of 1-alkynyl sulfones exhibits great synthetic potential, leading to the efficient preparation of Z-β-halovinyl sulfones, Z-β-sulfonyl α, β-unsaturated ketones, and Z-β-alkynyl vinyl ...