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Conjugate Additions of 1-Propenylphosphonates to Metalated Schöllkopf's Bis-lactim Ether: Stereocontrolled Access to 2-Amino-3-methyl-4-phosphonobutanoic Acids

✍ Scribed by Ojea, Vicente; Ruiz, María; Shapiro, Gideon; Pombo-Villar, Esteban


Book ID
127324011
Publisher
American Chemical Society
Year
2000
Tongue
English
Weight
230 KB
Volume
65
Category
Article
ISSN
0022-3263

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Face-selective 1,6-addition of lithiated SchOllkopf's bislactime ether 5 to 4-substituted, 1,4-or 3,4-disubstituted 1E,3E-butadienylphosphonates 6a-d allows a direct and stereocontrolled access to semi-rigid AP6 analogues, the 2,3-anti-4E 2-amino-6-phosphono-4-hexenoic acid derivatives 4a-c. The rel