Novel Asymmetric Wittig Reaction: Synthesis of Chiral Allenic Esters
نویسندگان
چکیده
منابع مشابه
Enantioselective synthesis of allenic esters via an ylide route.
Pseudo-C2-symmetric chiral phosphorus ylides have been designed and synthesized for the enantioselective preparation of allenic esters, and up to 92% ee has been achieved.
متن کاملLewis base-catalyzed reactions of cyclopropenones: novel synthesis of mono- or multi-substituted allenic esters.
The reactions of cyclopropenones with nucleophiles (H2O or methanol) could be catalyzed by nitrogen-containing Lewis bases or phosphorus-containing Lewis bases, affording the corresponding mono- or multi-substituted allenic esters in moderate to excellent yields.
متن کاملSynthesis of chiral N-phosphinyl α-imino esters and their application in asymmetric synthesis of α-amino esters by reduction
A variety of chiral N-phosphinyl α-imino esters have been synthesized for the first time from ketoesters and phosphinylamide, which were then reduced by L-selectride to give the corresponding N-phosphinyl-protected α-amino esters. The reduction proceeded very well with excellent chemical yields (88-98%) as well as high diastereoselectivities (96:4 to 99:1). Some of these products could be obtai...
متن کاملSynthesis of optically active dihydropyrans from asymmetric [4 + 2] cycloaddition of β,γ-unsaturated α-ketoesters with allenic esters.
β-Isocupreidine (β-ICD) catalyzed asymmetric [4 + 2] cycloaddition of β,γ-unsaturated α-ketoesters with allenic esters afforded ester-substituted functionalized dihydropyran derivatives in high yields along with high enantioselectivities under mild conditions.
متن کاملTandem reaction of 3-hydroxyhexa-4,5-allenic esters: a novel access to diversely substituted 2H-pyran-2-ones and indenes.
A highly efficient synthesis of diversely substituted 2H-pyran-2-ones and indenes through Brønsted acid promoted tandem reaction of the readily obtainable 3-hydroxyhexa-4,5-allenic esters under extremely mild conditions has been developed.
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ژورنال
عنوان ژورنال: European Journal of Organic Chemistry
سال: 2004
ISSN: 1434-193X
DOI: 10.1002/ejoc.200400413