Stereoselective Direct Chlorination of Alkenyl MIDA Boronates: Divergent Synthesis of E and Z α-Chloroalkenyl Boronates
The individual molecules of α-chloroalkenyl boronates include both an electrophilic C?Cl bond and a nucleophilic C?B bond, which makes them intriguing organic synthons. Reported herein is a stereodivergent synthesis of both E and Z α-chloroalkenyl N-methyliminodiacetyl (MIDA) boronates through the direct chlorination of alkenyl MIDA boronates using tBuOCl and PhSeCl reagents, respectively. Both reaction processes are stereospecific and the use of sp3-B MIDA boronate is the key contributor to the reactivity. The synthetic value of the boronate products was also demonstrated.
Synthesis of Clomid Using Palladium-Catalysed Cross-Coupling
Two methods of choice for the synthesis of clomid, a tetrasubstituted olefin with antiestrogenic activity, are described.The key reaction is hydroalumination of diphenylacetylene followed by C-C cross-coupling using catalytic amount of Pd0.
Al-Hassan, Mohammed I.
p. 1787 - 1796
(2007/10/02)
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