summsry: Asymmetric aldol reaction of a-ketoesters (RCOCCCMe: R = Me, i-Bu, ph) with methyl isocyanoacetate or N,N-dimethyl-a-isocyanoacetamide in the presence of 1 molX of a chiral (arinoalkyl)ferrocenylphosphine-gold(I) catalyst proceeded with high enantioselectivity to give corresponding oxazolin
Asymmetric aldol reaction of α-isocyanoacetamides with aldehydes catalyzed by a chiral ferrocenylphosphine-gold(I) complex
✍ Scribed by Yoshihiko Ito; Masaya Sawamura; Masaaki Kobayashi; Tamio Hayashi
- Publisher
- Elsevier Science
- Year
- 1988
- Tongue
- French
- Weight
- 237 KB
- Volume
- 29
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
✦ Synopsis
Aldol reaction of N,N-dialkyl-a-isocyanoacetamides with primary alkyl aldehydes in the presence of 0.5-l mol% OF a chiral (aminoalkyl)ferrocenylphosphine-gold(I) catalyst proceeded with high enantio-and diastereoselectivity to give trans-5-alkyl-2-oxazoline-4-carboxamides of up to 98.6% ee, which were converted into optically active threo-B-hydroxyamino acids.
📜 SIMILAR VOLUMES
Asymmetric aldol reaction of methyl a-lsoryanoacetate with (&2-hexadecenal In the presence of 1 mol% of a choral (amlnoalkyl)ferrocenylphosphlne-gold(I) romplex gave optirally active trans-4-(methoxycarbonyl)-5-((E)-l-pentade~enyl)-2-oxazollne (93% ee) which was readily converted into Q-threo-and er
Aldol reaction of methyl o-isocyanocarboxylates (CNCH(R)aXmc: R -H. Me, Et, i\_Pr)th kntaldehyde or acetaldchyde in the presence of 0.5-1.0 molX of a chiral ~aainoalkyl)ferrocenylphosphine-Sold(I) complex Rave optically active G-methoxycarbonyl-6,5-dialkyl-2-oxszolines with high ensntioaelcctivity i