Tetrahedron Asymmetry p. 3465 - 3478 (1996)
Update date:2022-07-31
Topics:
Diaz, Miguel
Ortuno, Rosa M.
Optically pure isoserine derivatives with a chiral polyfunctional bicyclo[3.1.0]hexyl substituent at the α-carboxyl position were synthesized from a common cyclopentene precursor bearing an α-epoxy ester function in a side-chain. Cyclopropanation of the double bond and nucleophilic oxirane-ring opening by using a homochiral amine were the key steps. One of the synthesized derivatives was condensed with Cbz-cyclo-Asp-OMe affording a highly conformationally constrained dipeptide surrogate.
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Doi:10.1134/S1070363213060352
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