171881-79-1Relevant articles and documents
Total Synthesis of Alloviroidin
Taylor, Carol M.,Kutty, Samuel K.,Edagwa, Benson J.
, p. 2281 - 2284 (2019)
Alloviroidin is a cyclic heptapeptide, produced by several species of Amanita mushrooms, that demonstrates high affinity for F-actin as is characteristic of virotoxins and phallotoxins. Alloviroidin was synthesized via a [3 + 4] fragment condensation of F
Peptides containing γ,δ,-dihydroxy-L-leucine
Edagwa, Benson J.,Taylor, Carol M.
experimental part, p. 4132 - 4136 (2009/09/26)
(Chemical Equation Presented) (±)-Dehydroleucine was prepared and resolved by porcine kidney acylase. Under the conditions of the Sharpless asymmetric dihydroxylation (SAD), employing AD-mix-α, Nα- carbobenzyloxy-(2S)-4,5-dehydroleucine methyl ester (16)
Enantioselective synthesis of anti-β-substituted γ,δ- unsaturated amino acids: A highly selective asymmetric thio-Claisen rearrangement
Liu, Zhihua,Qu, Hongchang,Gu, Xuyuan,Min, Byoung J.,Nyberg, Joel,Hruby, Victor J.
supporting information; experimental part, p. 4105 - 4108 (2009/05/30)
(Chemical Equation Presented) A novel synthesis of optically active anti-β-substituted γ,δ-unsaturated amino acids via a thio-Claisen rearrangement has been achieved. A 2,5-diphenylpyrrolidine was used as a (C2-symmetric chiral auxiliary to control the stereochemistry, giving good yields and excellent diastereoselectivities and enantioselectivities.
Asymmetric eschenmoser-claisen rearrangement for anti-β-substituted γ,δ-unsaturated amino acids
Qu, Hongchang,Gu, Xuyuan,Liu, Zhihua,Min, Byoung J.,Hruby, Victor J.
, p. 3997 - 4000 (2008/02/11)
Optically active anti-β-substituted γ,δ-unsaturated amino acids are important synthetic building blocks in organic synthesis and for peptidomimetics. A novel asymmetric Eschenmoser-Claisen rearrangement with use of a C2-symmetric chiral auxiliary was developed to generate this type of amino acid. Excellent diastereoselectivities and high enantioselectivities (87-93% ee) were obtained after the chiral auxiliary was removed via iodolactonization/zinc reduction.
