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Enantioselective Addition of Organozinc Reagents to Aldehydes Catalyzed by 3,3′-Bis(diphenylphosphinoyl)-BINOL

✍ Scribed by Manabu Hatano; Takashi Miyamoto; Kazuaki Ishihara


Publisher
John Wiley and Sons
Year
2005
Tongue
English
Weight
265 KB
Volume
347
Category
Article
ISSN
1615-4150

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✦ Synopsis


Abstract

The enantioselective addition of organozinc reagents to aromatic and aliphatic aldehydes 1 gives secondary alcohols 2 with excellent enantioselectivities in high yields through the catalytic use of (R)‐3,3′‐bis(diphenylphosphinoyl)‐BINOL (3) or (R)‐3,3′‐bis(diphenylthiophosphinoyl)‐BINOL (4) without Ti(IV) complexes. The coordination of the O or S atom of a (thio)phosphinoyl group bearing a BINOL backbone to organozinc reagents can efficiently increase the nucleophilicity of the organozinc reagents.


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ChemInform Abstract: Enantioselective Ad
✍ Hidehiko Kodama; Junji Ito; Aiichiro Nagaki; Tetsuo Ohta; Isao Furukawa 📂 Article 📅 2001 🏛 John Wiley and Sons ⚖ 35 KB 👁 3 views

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