ABSTRACT
An unprecedented oxidative cross-esterification in an equimolar mixture of dithiolanes, alcohols and water through a CDC/deprotection sequence has been developed. The reaction itself features simple experimental procedures under very mild conditions and offers a new strategic protocol for the direct and efficient synthesis of structurally diverse esters.
Subject(s)
Alcohols/chemistry , Hydrogen/chemistry , Sulfur/chemistry , Esterification , Oxidation-ReductionABSTRACT
A series of chiral pyrrolidinyl-sulfamide derivatives have been identified as efficient bifunctional organocatalysts for the direct Michael addition of cyclohexanone to a wide range of nitroalkenes. The desired Michael adducts were obtained in high chemical yields and excellent stereoselectivities (up to 99/1 dr and 95% ee).
Subject(s)
Alkenes/chemistry , Cyclohexanones/chemistry , Nitroparaffins/chemical synthesis , Pyrrolidines/chemistry , Sulfonamides/chemistry , Catalysis , Molecular Structure , Nitroparaffins/chemistry , StereoisomerismABSTRACT
An efficient and general approach to oxazino[4,3-a]indole architectures is described. The addition-cyclization cascade of (1H-indol-2-yl)methanols with vinyl sulfonium salts affords oxazino[4,3-a]indole derivatives in high yields.