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Highly diastereoselective, substrate-controlled, halogenation/ring contraction sequences delivered the naturally occurring chlorinated and unnatural brominated and iodinated axinellamine core structure. An unexpected azide displacement of the chlorinated cyclopentane, which proceeded with...
It has generally been believed that highly basic Li enolates cannot be applied as substrates for radical trifluoromethylation due to defluorination of the α-CF 3 product. However, Li enolates can be in fact employed for radical trifluoromethylation. Moreover, the reaction is extremely fast and...
Reaction of a series of model hexyl derivatives of the form C 6 H 13 –X (X=Cl, Br, I, CO 2 Me, COMe, CHO) with both elemental fluorine and Selectfluor™ was studied in order to assess the impact of electron withdrawing functional groups upon fluorination of an alkyl chain. Fluorination...
A multicomponent reaction between sulfonyl-protected imines, magnesium iodide, and acetylenic esters or ketones is described. The resulting β-iodo aza Morita–Baylis–Hillman adducts were obtained in good yields and excellent Z / E stereoselectivities. The reaction showed good tolerance for...
Using chiral palladium enolates as key intermediates, efficient catalytic enantioselective fluorination reactions of active methine compounds have been developed. These reactions can be conducted in alcoholic solvents without any precaution to exclude water and moisture, and various β-ketoesters...
Organoselenides catalyze the oxidation of halides by H 2 O 2 . Furthermore, these selenides catalyze the transfer of oxidized halogens from N -halosuccinimides to olefins and ketones. Thus, organoselenides catalyze oxidative halogenation reactions including halolactonization, α-halogenation of...
Complexes of the type (Ti(1-Np-TADDOLato)(carbonylenolato) 2 ) ( 3a – d ), derived from β-keto esters, have been prepared and structurally characterized by NMR and X-ray crystallography. In solution, two main diastereoisomeric forms were identified. In the major C 2 -symmetric isomer, the...
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