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Auxiliary structure and asymmetric induction in the “Mukaiyama-aldol” reactions of chiral silyl ketene acetals

✍ Scribed by Cesare Gennari; Francesco Molinari; PierGiorgio Cozzi; Ambrogio Oliva

Publisher
Elsevier Science
Year
1989
Tongue
French
Weight
244 KB
Volume
30
Category
Article
ISSN
0040-4039

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✦ Synopsis

A variety of chiral auxiliaries R*OH were prepared ana' tested for levels of asymmetric induction control in the 'Mukaiyama-ala'& reaction of chiral siiyl ketene acetals. Structural features required

for high levels of control are discussed.

📜 SIMILAR VOLUMES

Asymmetric Mukaiyama aldol reaction of a
Asymmetric Mukaiyama aldol reaction of a ketene silyl acetal of thioester catalyzed by a binaphthol–titanium complex in supercritical fluoroform
✍ Koichi Mikami; Satoru Matsukawa; Yoshihito Kayaki; Takao Ikariya * 📂 Article 📅 2000 🏛 Elsevier Science 🌐 French ⚖ 109 KB

The Mukaiyama aldol reaction catalyzed by a binaphthol-derived chiral titanium(IV) complex proceeds smoothly in an unorthodox reaction medium, supercritical fluid (SCF) such as fluoroform (scCHF 3 ). The chemical yield and enantioselectivity of the reaction in SCFs are found to be tuned by changing

The catalytic asymmetric aldol reaction
The catalytic asymmetric aldol reaction of aldehydes with unsubstituted and monosubstituted silyl ketene acetals: formation of anti-β-hydroxy-α-methyl esters
✍ Emma R. Parmee; Yaping Hong; Orin Tempkin; Satoru Masamune 📂 Article 📅 1992 🏛 Elsevier Science 🌐 French ⚖ 272 KB

The title reaction with unsubstifufed and monosubstituted silyf ketene acetals proceeds with high enantioseiectivify, and in the latter case good dinstereoselecfivity favoring the anfi-/Chydrory-amethyl esters in all reported cases.

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✍ S. V. LEY; L. R. COX; J. M. WORRALL 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 34 KB 👁 2 views

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