Rhodium-catalyzed asymmetric conjugate alkynylation of nitroalkenes.
نویسندگان
چکیده
Asymmetric addition of (triisopropylsilyl)acetylene to nitroalkenes took place in the presence of a rhodium/chiral bisphosphine catalyst to give beta-alkynylated nitroalkanes in high yields with high enantioselectivity.
منابع مشابه
Rhodium-catalyzed asymmetric conjugate addition of arylboronic acids to nitroalkenes using olefin-sulfoxide ligands.
An efficient rhodium/olefin-sulfoxide catalyzed asymmetric conjugate addition of organoboronic acids to a variety of nitroalkenes has been developed, where 2-methoxy-1-naphthyl sulfinyl functionalized olefin ligands have shown to be highly effective and are applicable to a broad scope of aryl, alkyl, and heteroaryl nitroalkenes.
متن کاملSteric tuning of silylacetylenes and chiral phosphine ligands for rhodium-catalyzed asymmetric conjugate alkynylation of enones.
Rhodium-catalyzed asymmetric conjugate addition to R,âunsaturated ketones and related compounds is now well-recognized to be one of the most efficient methods of introducing aryl and alkenyl groups with high enantioselectivity.1 On the other hand, asymmetric conjugate addition of alkynyl groups has not been welldeveloped in spite of its high synthetic utility.2 A most straightforward and conven...
متن کاملEnantioselective 1,4-addition of cyclopropylboronic acid catalyzed by rhodium/chiral diene complexes.
Rhodium-catalyzed asymmetric addition of cyclopropylboronic acids to electron-deficient alkenes such as alkenylsulfones, enones, enoates, and nitroalkenes proceeded to give high yields of the corresponding 1,4-addition products with high enantioselectivity.
متن کاملRhodium-catalyzed asymmetric 1,4-addition reactions of aryl boronic acids with nitroalkenes: reaction mechanism and development of homogeneous and heterogeneous catalysts† †Electronic supplementary information (ESI) available. See DOI: 10.1039/c7sc03025h
Asymmetric 1,4-addition reactions with nitroalkenes are valuable because the resulting chiral nitro compounds can be converted into various useful species often used as chiral building blocks in drug and natural product synthesis. In the present work, asymmetric 1,4-addition reactions of arylboronic acids with nitroalkenes catalyzed by a rhodium complex with a chiral diene bearing a tertiary bu...
متن کاملUnusual anti-selective asymmetric conjugate addition of aldehydes to nitroalkenes catalyzed by a biphenyl-based chiral secondary amine.
Unusual anti-selectivity was observed in the conjugate addition of aldehydes to nitroalkenes, when a biphenyl-based chiral secondary amine was used as catalyst.
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 46 36 شماره
صفحات -
تاریخ انتشار 2010