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Catalytic allylic transfer reactions of functionalized aldehydes promoted by BINOL-Ti(IV) with synergistic reagent

โœ Scribed by Chan-Mo Yu; Ji-Min Kim; Mi-Sook Shin; Daejin Cho

Book ID
104253737
Publisher
Elsevier Science
Year
2003
Tongue
French
Weight
131 KB
Volume
44
Category
Article
ISSN
0040-4039

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โœฆ Synopsis

Practical and efficient catalytic asymmetric allylic transfer reactions of tin reagents promoted by BINOL-Ti[OCH(CF 3 ) 2 ] 2 complex by the utilization of t-BuSBEt 2 are successful with a variety of functionalized aldehydes containing ketone, aldehyde, ester, amide, or carbamoyl functionality and affords products in high levels of enantioselectivity.

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In continuation of earlier work the enantioselective allylation of aldehydes, e.g. (I), is investigated. It is noteworthy that iPr-S-BEt2 is a synergetic reagent, which finally gives optimal chemical yields and enantioselec-