Citation: Ming Zhong CAI, Chun Yun PENG, Jia Di HUANG. (Z)-α-Selanyl Alkenyl Grignard Reagents as Convenient Precursors for Stereoselective Synthesis of Trisubstituted Alkenes[J]. Chinese Chemical Letters, ;2002, 13(12): 1164-1167. shu

(Z)-α-Selanyl Alkenyl Grignard Reagents as Convenient Precursors for Stereoselective Synthesis of Trisubstituted Alkenes

Department of Chemistry, Jiangxi Normal University, Nanchang 330027

Received Date: 15 March 2002

Fund Project: We thank the National Natural Science Foundation of China (Project 20062002) for financial support.

(Z)-α-Selanyl alkenyl Grignard reagents 2 were prepared conveniently by treatment of α-bromovinylselenides 1 with magnesium filings in THF. Intermediates 2 were reacted with alkyl iodides in the presence of CuI or Pd(PPh₃)₄ to afford (Z)-1,2-disubstituted vinylselenides 3,which were cross-coupled with Grignard reagents in the presence of (PPh₃)₂NiCl₂ to give trisubstituted alkenes 4 stereoselectively in good yields.
- α-Bromovinylselenides,
- (Z)-α-selanyl alkenyl Grignard reagents,
- stereoselective synthesis,
- trisubstituted alkene
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