Stereoselective Sc(OTf) 3 ‐Catalyzed Aldol Reactions of Disubstituted Silyl Enol Ethers of Aldehydes with Acetals | Zendy

Wang PeterYong | Zendy; Massad Itai | Zendy; Marek Ilan | Zendy

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Stereoselective Sc(OTf) 3 ‐Catalyzed Aldol Reactions of Disubstituted Silyl Enol Ethers of Aldehydes with Acetals

Author(s) -

Wang PeterYong,

Massad Itai,

Marek Ilan

Publication year - 2021

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.202101634

Subject(s) - aldol reaction , stereoselectivity , enol , silylation , diastereomer , chemistry , aldehyde , catalysis , organic chemistry , aldol condensation , enol ether , silyl enol ether

Facile and modular access to stereodefined disubstituted aldehyde‐derived silyl enol ethers allowed their successful application in a stereoselective aldol reaction affording the products with excellent yields and diastereomeric ratios. The counter‐intuitive stereochemical behavior of this Mukaiyama‐aldol reaction is accounted for by a non‐classical open transition state.

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