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- W2950872846 abstract "A convergent synthesis of the naturally occurring alkaloid (−)-hyacinthacine A7, a glycosidase inhibitor of the pyrrolizidine class, is described. The homochiral starting material was tri-orthogonally protected DMDP 10, derived from d-fructose. Key steps of the synthesis were the carbon-chain lengthening at C(5′) in 10 to the α,β-unsaturated pyrrolidine ketone 12 and the one-pot construction of the bicyclic pyrrolizidine system of 13 and 14. Another key step was the partial inversion of the configuration at C(1) in 13 which led, after total deprotection, not only to the naturally occurring target molecule 9 but also to its (−)-1-epi-isomer 19." @default.
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- W2950872846 date "2008-05-01" @default.
- W2950872846 modified "2023-10-16" @default.
- W2950872846 title "First total synthesis and absolute configuration of naturally occurring (−)-hyacinthacine A7 and its (−)-1-epi-isomer" @default.
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- W2950872846 doi "https://doi.org/10.1016/j.tet.2008.03.009" @default.
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