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Asymmetric 1,4 addition of grignard reagents to chiral α,β-unsaturated imides in the presence of lewis acids

✍ Scribed by Alessandro Bongini; Giuliana Cardillo; Anna Mingardi; Claudia Tomasini

Book ID
108036439
Publisher
Elsevier Science
Year
1996
Tongue
English
Weight
500 KB
Volume
7
Category
Article
ISSN
0957-4166

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Asymmetric 1,4 addition of Grignard reag
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The synthesis of enantiomerically enriched a-amino acids is described, by means of the diastereoselective conjugate addition of Grignard reagent to (S)-2-acetamidoacrylic ethoxycarbonylphenyl-methyl ester 1 and its N-Boo derivative 5 in the presence of Lewis acids. The addition of magnesium organocu

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Asymmetric 1,4 Addition of Grignard Reagents to Chiral α,β-Unsaturated Esters in the Presence of Lewis Acids. -The reaction proceeds with good yields but variable diastereoselectivities, depending on the organometallic reagent and Lewis acid used. -(CARDILLO, GIULIANA;

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Absfruct The 1.4~addition reaction of allyltrimethylsilane to a$-unsaturated N-acyloxa.zolidinones or N-enoyl-soltams ia the presence of Lcwfs acid proceeds in good chemical yield with high d&tereometic excess. The absolute configuration of the new asymmtic center is controlled by the nature of the