Synthesis of a trans-chelating chiral diphosphine ligand with only planar chirality and its application to asymmetric hydrosilylation of ketones
β 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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β¦ 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.
π SIMILAR VOLUMES
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