Skotnitzki, Juri; Kremsmair, Alexander; Keefer, Daniel; Gong, Ye; de Vivie-Riedle, Regina; Knochel, Paul published the artcile< Stereoselective Csp3-Csp2 Cross-Couplings of Chiral Secondary Alkylzinc Reagents with Alkenyl and Aryl Halides>, Formula: C7H7BrO2S, the main research area is alkyl iodide dialkylzinc reagent alkenyl halide palladium cross coupling; chiral alkene preparation diastereoselective; cross-coupling; lithium; natural products; palladium; zinc.
The palladium-catalyzed cross-coupling reactions of chiral secondary non-stabilized dialkylzinc reagents, prepared from readily available chiral secondary alkyl iodides, with alkenyl and aryl halides were reported. This method provides α-chiral alkenes and arenes with very high retention of configuration (dr up to 98:2) and satisfactory overall yields (up to 76 % for 3 reaction steps). The configurational stability of these chiral non-stabilized dialkylzinc reagents was determined and exceeded several hours at 25 °C. DFT calculations were performed to rationalize the stereoretention during the catalytic cycle. Furthermore, the cross-coupling reaction was applied in an efficient total synthesis of the sesquiterpenes (S)- and (R)-curcumene with control of the absolute stereochem.
Angewandte Chemie, International Edition published new progress about Alkenes Role: SPN (Synthetic Preparation), PREP (Preparation). 5751-83-7 belongs to class bromides-buliding-blocks, and the molecular formula is C7H7BrO2S, Formula: C7H7BrO2S.
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary