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Inside Cover One-Pot High-Yielding Synthesis of the DPP4-Selective Inhibitor ABT-341 by a Four-Component Coupling Mediated by a Diphenylprolinol Silyl Ether (Angew. Chem. Int. Ed. 122011)

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The
dipeptidyl peptidase IV selective inhibitor …
… ABT-341 was synthesized by an uninterrupted sequence of reactions in excellent yield
with excellent diastereo- and enantioselectivity. Y. Hayashi et al. describe in their
Communication on page 2824 ff. how a diphenylprolinyl silyl ether mediates the
sequence of an asymmetric Michael reaction, a domino Michael/Horner–Wadsworth–
Emmons reaction combined with a retro-aldol reaction, a base-catalyzed isomerization,
an amide bond formation, and a reduction of the nitro group to an amine.
Inside Cover
Hayato Ishikawa, Masakazu Honma, and Yujiro Hayashi*
The dipeptidyl peptidase IV selective inhibitor ABT-341 was synthesized by an
uninterrupted sequence of reactions in excellent yield with excellent diastereo- and
enantioselectivity. Y. Hayashi et al. describe in their Communication on page 2824 ff.
how a diphenylprolinyl silyl ether mediates the sequence of an asymmetric Michael
reaction, a domino Michael/Horner–Wadsworth–Emmons reaction combined with a
retro-aldol reaction, a base-catalyzed isomerization, an amide bond formation, and a
reduction of the nitro group to an amine.
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341, selective, couplings, high, components, yielding, 122011, diphenylprolinol, mediated, int, cover, angel, synthesis, one, ethers, chem, inhibitors, four, sily, insider, pot, dpp4, ABT
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