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- W2010488554 abstract "Abstract Condensation of D ‐arabinuronolactone ( 2 ) with L ‐cysteine methyl ester yields the bicyclic thiazolidinlactam 3 as a single diastereoisomer with the new bridgehead stereocenter in the ( S ) configuration. Regioselective activation of the α‐hydroxy group leads to the triflate 4 without requiring protecting groups on the residual hydroxy groups. Subsequent azide exchange, reduction, and Boc protection, yields the epimeric dipeptide mimetics 6 and 7 . Compound 3 forms the single acetonide 9 , which permits the regioselective alkylation of the γ‐hydroxy group of the bicyclic framework. Subsequent deprotection and exchange of the α‐hydroxy functionality against a Boc‐protected amino group ( 13 ) demonstrates the regioselective side‐chain modification of bicyclic dipeptides. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)" @default.
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- W2010488554 date "2003-02-11" @default.
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- W2010488554 title "Side‐Chain‐Functionalized Dipeptides Derived from 6,5‐Fused Bicyclic Thiazolidinlactams" @default.
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- W2010488554 doi "https://doi.org/10.1002/ejoc.200390133" @default.
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