Primary-tertiary diamine-catalyzed Michael addition of ketones to isatylidenemalononitrile derivatives
نویسندگان
چکیده
منابع مشابه
Primary-tertiary diamine-catalyzed Michael addition of ketones to isatylidenemalononitrile derivatives
Simple primary-tertiary diamines easily derived from natural primary amino acids were used to catalyze the Michael addition of ketones with isatylidenemalononitrile derivatives. Diamine 1a in combination with D-CSA as an additive provided Michael adducts in high yield (up to 94%) and excellent enantioselectivity (up to 99%). The catalyst 1a was successfully used to catalyze the three-component ...
متن کاملEfficient copper-catalyzed Michael addition of acrylic derivatives with primary alcohols in the presence of base.
A novel and efficient copper-catalyzed Michael addition of acrylic derivatives with primary alcohols in the presence of base has been developed. The protocol uses readily available acrylic derivatives and primary alcohols as the starting materials, inexpensive CuCl(2) as the catalyst, and the corresponding addition products were obtained in moderate to excellent yields.
متن کاملChiral phosphoproline-catalyzed asymmetric Michael addition of ketones to nitroolefins: an experimental and theoretical study.
A novel pyrrolidine-based chiral phosphoproline is an effective bifunctional organocatalyst for the asymmetric Michael addition of ketones to nitroolefins giving high levels of diastereo- and enantio-selectivities (up to > 99 : 1 dr and 96% ee). anti-SR Transition state has the lowest barrier which controls the stereoselectivity, in agreement with experimental results.
متن کاملAntibody-catalyzed asymmetric intramolecular Michael addition of aldehydes and ketones to yield the disfavored cis-product.
The development of new catalytic asymmetric reactions continues to be a major goal in organic chemistry. Here we report a novel antibody-catalyzed intramolecular Michael addition of aldehydes and ketones to enones. The reaction is enantioselective and diastereoselective with a high ee value and cis/trans ratio. This is the first example of asymmetric intramolecular Michael addition of ketones. ...
متن کاملPhosphine-catalyzed regioselective Michael addition to allenoates.
The first phosphine catalysed Michael addition of arylcyanoacetates to allenoates has been developed, and the β-selective products with a quaternary center were obtained in excellent yields. This unusual regioselectivity may open new opportunities to access interesting molecular structures.
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
ژورنال
عنوان ژورنال: Beilstein Journal of Organic Chemistry
سال: 2014
ISSN: 1860-5397
DOI: 10.3762/bjoc.10.91