Efficient rhodium-catalyzed asymmetric hydrogenation for the synthesis of a new class of N-aryl beta-amino acid derivatives.
نویسندگان
چکیده
[reaction: see text] N-Aryl beta-amino esters were obtained by asymmetric hydrogenation of a new class of N-aryl beta-enamino esters. High conversions and up to 96.3% ee values were achieved with a Rh-TangPhos catalyst.
منابع مشابه
Practical synthesis of enantiopure gamma-amino alcohols by rhodium-catalyzed asymmetric hydrogenation of beta-secondary-amino ketones.
Enantioselective hydrogenation of amino ketones catalyzed by Ru– or Rh–phosphine complexes provides an efficient method for the synthesis of enantiomerically active amino alcohols, a class of chiral compounds of great importance in pharmaceutical products. A recent challenging target inspired us to look for a practical solution for the enantioselective reduction of b-amino ketones with a second...
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The design and synthesis of effective enantioselective catalysts for hydrogenation of simple ketones remains a challenging problem.1 Recently, Noyori2 disclosed a ternary catalyst system consisting of Ru-BINAP-chiral diamine-KOH, which is highly efficient in the asymmetric hydrogenation of a variety of simple ketones lacking a secondary coordinating functional group. We have developed rhodium c...
متن کاملHighly efficient synthesis of chiral beta-amino acid derivatives via asymmetric hydrogenation.
The Rh-TangPhos complex is an efficient hydrogenation catalyst for making chiral beta-amino acid derivatives. With the Rh-TangPhos system, high enantioselectivities (up to 99.6%) and turnover numbers have been obtained in the hydrogenation of E/Z isomeric mixtures of both beta-alkyl and beta-aryl beta-(acylamino)acrylates. [reaction: see text]
متن کاملCatechol-based phosphoramidites: a new class of chiral ligands for rhodium-catalyzed asymmetric hydrogenations.
[reaction: see text] The synthesis and application of a new class of catechol-based phosphoramidites is described. Ees up to 99% were obtained in the rhodium-catalyzed asymmetric hydrogenation of dehydroamino acids and enamides.
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ورودعنوان ژورنال:
- Organic letters
دوره 7 23 شماره
صفحات -
تاریخ انتشار 2005