Stereospecific hydrohalogenation reactions of electron-deficient alkynes, i.e., 2-alkynoic acids, 2-alkynoates, 2-propynamides, 2-propynenitrile, 1-alkynyl phosphonates/phosphine oxides, 1-alkynyl sulfoxides/triflones...Stereospecific hydrohalogenation reactions of electron-deficient alkynes, i.e., 2-alkynoic acids, 2-alkynoates, 2-propynamides, 2-propynenitrile, 1-alkynyl phosphonates/phosphine oxides, 1-alkynyl sulfoxides/triflones, and 1-alkynyl iodonium salts with lithium or sodium halides to afford Z-alkenyl derivatives and their applications in synthesis of important intermediates as well as natural products were reviewed.展开更多
The hydrohalogenation reaction of 1-alkyl substituted 1,2-allenyl carboxylic acid esters (1) with MX (M= Na, or Li, X= Cl, Br, I) afforded a mixture of β,γ-unsaturated 3-halo–3-alkenoates (2) and Q,P unsaturated 3-...The hydrohalogenation reaction of 1-alkyl substituted 1,2-allenyl carboxylic acid esters (1) with MX (M= Na, or Li, X= Cl, Br, I) afforded a mixture of β,γ-unsaturated 3-halo–3-alkenoates (2) and Q,P unsaturated 3-halo-2-alkenoates (3) in HOAc, while using a mixture of HOAC-CF3CO2H (1:1) or CF3C2H as the reaction medium the corresponding reaction cleanly produced β,γ -unsaturated 3-hale3-alkenoates (2) as the sole products in high yields. The subsequent coupling reactions were studied.展开更多
The nucleophilic hydrohalogenation of 2-alkynoic acids anti their derivatives by heating with lithium halides iu HOAc afforded the thermodynamically unfavorable 3-halo-2 (Z)- alkenoic acids and their derivatives stere...The nucleophilic hydrohalogenation of 2-alkynoic acids anti their derivatives by heating with lithium halides iu HOAc afforded the thermodynamically unfavorable 3-halo-2 (Z)- alkenoic acids and their derivatives stereospecifically展开更多
基金Project supported by the National Natural Science Foundation of China (No. 9288012-01)Chinese Academy of Sciences
文摘Stereospecific hydrohalogenation reactions of electron-deficient alkynes, i.e., 2-alkynoic acids, 2-alkynoates, 2-propynamides, 2-propynenitrile, 1-alkynyl phosphonates/phosphine oxides, 1-alkynyl sulfoxides/triflones, and 1-alkynyl iodonium salts with lithium or sodium halides to afford Z-alkenyl derivatives and their applications in synthesis of important intermediates as well as natural products were reviewed.
基金National Natural Science Foundation of China (No. 29525202)Shanghai Municipal Cormnittee of Science and Technology (No. 98QA14001).
文摘The hydrohalogenation reaction of 1-alkyl substituted 1,2-allenyl carboxylic acid esters (1) with MX (M= Na, or Li, X= Cl, Br, I) afforded a mixture of β,γ-unsaturated 3-halo–3-alkenoates (2) and Q,P unsaturated 3-halo-2-alkenoates (3) in HOAc, while using a mixture of HOAC-CF3CO2H (1:1) or CF3C2H as the reaction medium the corresponding reaction cleanly produced β,γ -unsaturated 3-hale3-alkenoates (2) as the sole products in high yields. The subsequent coupling reactions were studied.
基金Project supported by the National Natural Science Foundation of China and Chinese Academy of Sciences.
文摘The nucleophilic hydrohalogenation of 2-alkynoic acids anti their derivatives by heating with lithium halides iu HOAc afforded the thermodynamically unfavorable 3-halo-2 (Z)- alkenoic acids and their derivatives stereospecifically
