97632-90-1Relevant articles and documents
Polyfunctional Lithium, Magnesium, and Zinc Alkenyl Reagents as Building Blocks for the Synthesis of Complex Heterocycles
Shen, Zhi-Liang,Dhayalan, Vasudevan,Benischke, Andreas D.,Greiner, Robert,Karaghiosoff, Konstantin,Mayer, Peter,Knochel, Paul
supporting information, p. 5332 - 5336 (2016/04/26)
New conjunctive β-silylated organometallic reagents of Li, Mg, and Zn have been prepared and used for an expeditive construction of various polyfunctionalized 5-, 6-, and 7-membered heterocycles, such as furans, pyrroles, quinolines, benzo[b]thieno-[2,3-b
Anti-hydroalumination of homo- and bishomopropargyl alcohols
Ma, Shengming,Liu, Fang,Negishi, Ei-Ichi
, p. 3829 - 3832 (2007/10/03)
The reaction of ω-Me3Si- or ω-Me3Ge-substituted 3-butyn-1-ol, 4-pentyn-1-ol, and their derivatives with DIBAL-H and a small trialkylalane, e.g., Me3Al or Et3Al, at 23°C gives, after iodinolysis, the corresponding (Z)-4-iodo-3-buten-1-ols and (Z)-5-iodo-4-penten-1-ols in a highly stereo- and regio-selective manner, most probably via endo-dig mode cyclic anti-hydroalumination, while treatment of ω-carbosubstituted 3-butyn-1-ols with Red-Al or LialH4 at high temperatures followed by iodinolysis can give the corresponding (Z)-4-iodo-3-buten-1-ols also in a highly regio- and stereoselective manner.
A convenient procedure for the efficient preparation of alkyl (Z)-3-iodo-2-alkenoates
Piers, Edward,Wong, Timothy,Coish, Philip D.,Rogers, Christine
, p. 1816 - 1819 (2007/10/02)
Reaction of alkyl 2-alkynoates with sodium iodide (1.6-5.5 equiv.) in acetic acid (6.2-13 equiv.) at 115 deg C provides good to excellent yields of the corresponding alkyl (Z)-3-iodo-2-alkenoates.
