𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Lewis acid promoted asymmetric 1,4-addition of allyltrimethylsilanes to chiral α,β-unsaturated n-acylamides

✍ Scribed by Ming-Jung Wu; Chi-Cheng Wu; Pei-Chen Lee

Publisher
Elsevier Science
Year
1992
Tongue
French
Weight
179 KB
Volume
33
Category
Article
ISSN
0040-4039

No coin nor oath required. For personal study only.

✦ Synopsis

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 Lewis aEid via transiticm state A or B.

📜 SIMILAR VOLUMES

Lewis acid promoted conjugate addition o
Lewis acid promoted conjugate addition of vinylmagnesium bromide to chiral α,β-unsaturated N-acyl oxazolidinones
✍ Yinglin Han; Victor J. Hruby 📂 Article 📅 1997 🏛 Elsevier Science 🌐 French ⚖ 185 KB

Lewis acid promoted conjugated additions of vinylmagnesium bromide to chiral ot,13unsaturated N-acyl oxazolidinones are described. A series of enatiomerically pure [5-branched 4-pentenoic acid derivatives have been synthesized with high diastereoselectivity.

Asymmetric 1,4 addition of Grignard reag
Asymmetric 1,4 addition of Grignard reagents to chiral α,β-unsaturated esters in the presence of Lewis acids
✍ Giuliana Cardillo; Luca Gentilucci; Alessandra Tolomelli; Claudia Tomasini 📂 Article 📅 1999 🏛 Elsevier Science 🌐 French ⚖ 720 KB

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

ChemInform Abstract: Asymmetric 1,4 Addi
ChemInform Abstract: Asymmetric 1,4 Addition of Grignard Reagents to Chiral α,β-Unsaturated Esters in the Presence of Lewis Acids.
✍ Giuliana Cardillo; Luca Gentilucci; Alessandra Tolomelli; Claudia Tomasini 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 32 KB 👁 1 views

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;