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Synthesis of a trans-chelating chiral diphosphine ligand with only planar chirality and its application to asymmetric hydrosilylation of ketones

✍ Scribed by Ryoichi Kuwano; Takashi Uemura; Makoto Saitoh; Yoshihiko Ito


Publisher
Elsevier Science
Year
1999
Tongue
French
Weight
238 KB
Volume
40
Category
Article
ISSN
0040-4039

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✦ Synopsis


Optically active diphosphine (S,S)-2,2"-bis[(diethylphosphino)methyl]-1,1"-biferrocene (abbreviated to (S,S)-EtTRAP-H) was synthesized from ferrocenyloxazoline derived from L-valinol in 47% overall yield. The new chiral ligand, (S,S)-EtTRAP-H, which coordinates to a rhodium atom in a trans-ehelating manner, was effective for asymmetric hydrosilylation of ketones to give optically active secondary alcohols with up to 94% ee.


πŸ“œ SIMILAR VOLUMES


Asymmetric Synthesis of Novel Ferrocenyl
✍ Dieter Enders; RenΓ© Peters; RenΓ© Lochtman; Gerhard Raabe; Jan Runsink; JanΒ W. Ba πŸ“‚ Article πŸ“… 2000 πŸ› John Wiley and Sons 🌐 English βš– 923 KB

An efficient and flexible asymmetric synthesis of planar chiral ferrocenyl ligands bearing a stereogenic centre at the Ξ²-position to the metallocene backbone is described. A variety of donor groups can be independently introduced as electrophiles, thus allowing electronic and steric fine-tuning of t