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Stereoretentive Addition of N-tert-Butylsulfonyl-alpha-Amido Silanes to Aldehydes, Ketones, alpha,beta-Unsaturated Esters, and Imines

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Title: Stereoretentive Addition of N-tert-Butylsulfonyl-alpha-Amido Silanes to Aldehydes, Ketones, alpha,beta-Unsaturated Esters, and Imines
Authors: Mita, Tsuyoshi Browse this author →KAKEN DB
Saito, Keisuke Browse this author
Sugawara, Masumi Browse this author
Sato, Yoshihiro Browse this author →KAKEN DB
Keywords: aldehydes
cesium fluoride
ketones
silanes
stereospecific reactions
Issue Date: 20-May-2016
Publisher: Wiley-Blackwell
Journal Title: Chemistry-an asian journal
Volume: 11
Issue: 10
Start Page: 1528
End Page: 1531
Publisher DOI: 10.1002/asia.201600270
PMID: 27027853
Abstract: Enantioenriched N-tert-butylsulfonyl-alpha-amido si-lanes were successfully reacted with aldehydes, ketones, imines, and alpha,beta-unsaturated esters in the presence of a sub-stoichiometric amount of CsF (0.5 equiv) in 1,2-di-methoxyethane (DME) at -20 degrees C to afford the corresponding coupling products with up to 89% enantiospecificity in a retentive manner.
Rights: This is the accepted version of the following article: T. Mita, K. Saito, M. Sugawara, Y. Sato, Chem. Asian J. 2016, 11, 1528., which has been published in final form at http://dx.doi.org/10.1002/asia.201600270. This article may be used for non-commercial purposes in accordance with the Wiley Self-Archiving Policy http://olabout.wiley.com/WileyCDA/Section/id-828039.html
Type: article (author version)
URI: http://hdl.handle.net/2115/65507
Appears in Collections:薬学研究院 (Faculty of Pharmaceutical Sciences) > 雑誌発表論文等 (Peer-reviewed Journal Articles, etc)

Submitter: 美多 剛

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