Liebigs Annalen

Enantioselective synthesis of α??branched α??amino acids with bulky substituents

A Studer, D Seebach

Index: Studer, Armido; Seebach, Dieter Liebigs Annalen, 1995 , # 2 p. 217 - 222

Full Text: HTML

Citation Number: 18

Abstract

Abstract Enantiopure 5, 5-disubstituted t-butyl 2-t-butyl-3-methyl-4-oxoimidazolidine-1- carboxylates readily available by diastereoselective double alkylation of the parent compound (Boc-BMI) can be converted to α-branched α-amino acids with two bulky substituents (PhCH 2/Et, PhCH 2/i-Pr, PhCH 2/CH 2 C 6 H 11) in four simple steps: hydrolysis to the amino acid amides, N-benzoylation, cleavage of the amino acid amide ...

Related Articles:

A new type of oxidation-reduction condensation by the combined use of phenyl diphenylphosphinite and oxidant

[Mukaiyama, Teruaki; Kuroda, Kiichi; Maruyama, Yuji Heterocycles, 2010 , vol. 80, # 1 p. 63 - 82]

Asymmetric alkylation of chiral. beta.-lactam ester enolates. A new approach to the synthesis of. alpha.-alkylated. alpha.-amino acids

[Journal of the American Chemical Society, , vol. 109, # 21 p. 6537 - 6538]

Toward the development of a general chiral auxiliary. 9. Highly diastereoselective alkylations and acylations to form tertiary and quaternary centers

[Schoellkopf, Ulrich; Lonsky, Ralph Synthesis, 1983 , # 8 p. 675 - 676]

Neue Literatur

[Biochemische Zeitschrift, , vol. 8, p. 459 Chem. Zentralbl., , vol. 79, # I p. 1632]

Stereocontrolled synthesis of α, α-disubstituted α-aminoaldehydes and α-aminoacids using a [3, 3] allylic trichloracetimidate rearrangement

[Tetrahedron Letters, , vol. 37, # 15 p. 2573 - 2576]

More Articles...