Crucial Role of the Conjugate Base for Silyl Lewis Acid Induced Mukaiyama Aldol Reactions | Zendy

Hiraiwa Yukihiro | Zendy; Ishihara Kazuaki | Zendy; Yamamoto Hisashi | Zendy

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Crucial Role of the Conjugate Base for Silyl Lewis Acid Induced Mukaiyama Aldol Reactions

Author(s) -

Hiraiwa Yukihiro,

Ishihara Kazuaki,

Yamamoto Hisashi

Publication year - 2006

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.200500845

Subject(s) - chemistry , aldol reaction , silylation , conjugate , lewis acids and bases , nucleophile , nucleophilic addition , lewis acid catalysis , medicinal chemistry , catalysis , addition reaction , stereochemistry , organic chemistry , mathematical analysis , mathematics

The silyl Lewis acid induced Mukaiyama aldol reaction proceeds through each catalytic cycle under the influence of their conjugate bases; there is an especially significant difference between the low nucleophilic conjugate bases, – NTf 2 and – CTf 3 , and the relatively high nucleophilic – OTf. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)

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