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Updated: Feb 9, 2026

Enzymatic Cascade Reactions for the Synthesis of Chiral Amino Alcohols from L-lysine
Published on: February 16, 2018
Rhenium-Promoted C-C Bond-Cleavage Reactions of Internal Propargyl Alcohols
Kui Fun Lee1, Wei Bai1, Herman H Y Sung1
1Department of Chemistry, Hong Kong University of Science and Technology, Clear Water Bay, Kowloon, Hong Kong, China.
Abstract:
The first examples of C-C bond cleavage reactions of internal propargyl alcohols to give vinylidene complexes are described. Treatment of [Re(dppm)3 ]I with RC≡CC(OH)R'R'' (R=aryl, alkyl; C(OH)R'R''=C(OH)Ph2, C(OH)Me2 , C(OH)HPh, C(OH)H2 ) produced the vinylidene complexes ReI(=C=CHR)(dppm)2 with the elimination of C(O)R'R''. Computational studies support that the reactions proceed through a β-alkynyl elimination of alkoxide intermediates Re{OC(R')(R'')C≡CR}(dppm)2 .
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