A simple asymmetric organocatalytic approach to optically active cyclohexenones.
نویسندگان
چکیده
Optically active 2,5-disubstituted-cyclohexen-2-one derivatives have been prepared in a one-pot process consisting of five reaction steps: an organocatalytic asymmetric conjugated addition of beta-ketoesters to alpha,beta-unsaturated aldehydes that proceeds in aqueous solutions or under solvent-free conditions has been implemented in a multi-step process.
منابع مشابه
Organocatalytic asymmetric hydrophosphination of nitroalkenes.
The use of a bifunctional Cinchona alkaloid catalyst has provided a new organocatalytic strategy for the enantioselective addition of diphenylphosphine to a range of nitroalkenes, affording optically active beta-nitrophosphines (up to 99% ee after crystallization); this organocatalytic approach, providing a direct route to a new class of potentially useful enantiopure P,N-ligands, constitutes a...
متن کاملOrganocatalytic asymmetric Michael reaction of cyclic 1,3-dicarbonyl compounds and alpha,beta-unsaturated ketones--a highly atom-economic catalytic one-step formation of optically active warfarin anticoagulant.
As optically active drugs become increasingly important for the treatment of diseases in patients, still more enantiopure drugs are introduced to the market either as new drugs or as the result of a racemic switch. An important goal for asymmetric catalysis is to develop new reactions that afford optically active compounds from simple and easily available starting materials and catalysts. Howev...
متن کاملOrganocatalytic Asymmetric Synthesis and Use of Organoselenium Com- pounds Synthesis and Use of Organoselenium Compounds
In the last ten years organocatalysis has emerged as an efficient and sustainable strategy for the asymmetric synthesis of chiral molecules. Optically active intermediates for novel interesting transformations are generated under mild and operationally simple conditions when selenium-containing compounds are used as reaction partners. The peculiar reactivity of organoselenium compounds has been...
متن کاملOrganocatalytic asymmetric biomimetic transamination of aromatic ketone to optically active amine.
An asymmetric biomimetic transamination of aromatic ketones to optically active amines with o-HOPhCH(2)NH(2) as amine source catalyzed by hydroquinine-derived chiral base is described. Up to 85% ee was obtained.
متن کاملOrganocatalytic asymmetric "anti-Michael" reaction of beta-ketoesters.
The first organocatalytic "anti-Michael" reaction of cyclic-beta-ketoesters to unsaturated double bonds is described in a highly asymmetric version leading to the synthesis of alpha,alpha'-disubstituted branched double bonds as optically active Baylis-Hillman-like adducts.
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 47 شماره
صفحات -
تاریخ انتشار 2006