Rhodium-catalyzed enantioselective hydrogenation of (1-arylvinyl)phosphonates with TADDOL-based phosphoramidite P,S ligands†
Vladislav S.
Zimarev, 
a
Ilya D.
Firsin,
b
Alexander V.
Larin,
a
Victor A.
Tafeenko,
a
Grigoriy N.
Bondarenko,
a
Ilya V.
Chuchelkin,
b
Vladislav K.
Gavrilov,
b
Konstantin N.
Gavrilov,
b
Nataliya S.
Goulioukina
*a
and
Irina P.
Beletskaya
a
a
Ilya D.
Firsin,
b
Alexander V.
Larin,
a
Victor A.
Tafeenko,
a
Grigoriy N.
Bondarenko,
a
Ilya V.
Chuchelkin,
b
Vladislav K.
Gavrilov,
b
Konstantin N.
Gavrilov,
b
Nataliya S.
Goulioukina
*a
and
Irina P.
Beletskaya
a
Abstract
A series of readily available modular chiral P,S-bidentate TADDOL-based phosphoramidites were evaluated in the Rh(I)-catalyzed hydrogenation of α,β-unsaturated phosphonates. The Rh(I)-L3 catalyst was revealed to be highly effective for a wide variety of diisopropyl (1-arylvinyl)phosphonates, producing the corresponding (1-arylethyl)phosphonates under mild conditions with low catalyst loading (up to 0.2 mol%) and overall excellent enantiocontrol (up to 99% ee).
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