Palladium-catalyzed asymmetric addition of diarylphosphines to N-tosylimines.
نویسندگان
چکیده
Bis(phosphine) pincer-Pd complex-catalyzed asymmetric addition of diarylphosphines to N-tosylimines was developed for the synthesis of chiral phosphine sulfides with high stereoselectivities (up to 96% ee) under mild conditions.
منابع مشابه
Palladium-catalyzed asymmetric 1,6-addition of diarylphosphines to α,β,γ,δ-unsaturated sulfonic esters: controlling regioselectivity by rational selection of electron-withdrawing groups.
Palladium-catalyzed asymmetric 1,6-addition of diarylphosphines to electron-deficient dienes was developed through rational selection of electron-withdrawing groups on the dienes. Various chiral allylic phosphine derivatives were synthesized in good yields with high enantioselectivity (up to 96% ee).
متن کاملHighly enantioselective Pd-catalyzed asymmetric hydrogenation of activated imines.
Pd/bisphosphines complexes are highly effective catalysts for asymmetric hydrogenation of activated imines in trifluoroethanol. The asymmetric hydrogenation of N-diphenylphosphinyl ketimines 3 with Pd(CF3CO2)/(S)-SegPhos indicated 87-99% ee, and N-tosylimines 5 could gave 88-97% ee with Pd(CF3CO2)/(S)-SynPhos as a catalyst. Cyclic N-sulfonylimines 7 and 11 were hydrogenated to afford the useful...
متن کاملA highly enantioselective, Pd-TangPhos-catalyzed hydrogenation of N-tosylimines.
Although significant progress has been made in the catalytic asymmetric reduction of ketones and olefins over the last few decades, the asymmetric reduction of imines remains a major challenge. Enantioselective reductive amination with organocatalysts has recently been reported, and a number of transition-metal-based catalysts, such as those containing Rh, Ru, Ti, Zr, and Ir, have been applied ...
متن کاملMechanistic analysis of an asymmetric palladium-catalyzed conjugate addition of arylboronic acids to β-substituted cyclic enones
An asymmetric palladium-catalyzed conjugate addition reaction of arylboronic acids to enone substrates was investigated mechanistically. Desorption electrospray ionization coupled to mass spectrometry was used to identify intermediates of the catalytic cycle and delineate differences in substrate reactivity. Our findings provide evidence for the catalytic cycle proceeding through formation of a...
متن کاملPalladium-Catalyzed Asymmetric Conjugate Addition of Arylboronic Acids to α,β-Unsaturated Cyclic Electrophiles.
This account describes our laboratory's efforts in the development of a palladium-catalyzed asymmetric conjugate addition of arylboronic acids to cyclic conjugate acceptors. Specifically, we highlight the study of this transformation in the following areas: (a) construction of all-carbon quaternary stereocenters, (b) elucidation of the reaction mechanism,
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید
ثبت ناماگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید
ورودعنوان ژورنال:
- Chemical communications
دوره 48 90 شماره
صفحات -
تاریخ انتشار 2012