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Three-Component Reaction to Synthesize E-Vinyl Silyl Anti-1,2-Diols via A Sequential [1,4]-O-to-O/[1,4]-C-to-O Silyl Migrations

Abstract

A three-component reaction of geminal bis(silyl) allyl silyl ether, aldehyde and electrophile has been developed to synthesize trisubstituted E-vinyl silyl 1,2-anti-diol. The approach features a sequential [1,4]-O-to-O/[1,4]-C-to-O silyl migrations, which is triggered by addition of the exo-oriented allyl anion to aldehyde, and terminated with coupling of the resultant vinyl cuprate and electrophiles.

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Publication details

The article was received on 01 Apr 2018, accepted on 12 May 2018 and first published on 14 May 2018


Article type: Research Article
DOI: 10.1039/C8QO00332G
Citation: Org. Chem. Front., 2018, Accepted Manuscript
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    Three-Component Reaction to Synthesize E-Vinyl Silyl Anti-1,2-Diols via A Sequential [1,4]-O-to-O/[1,4]-C-to-O Silyl Migrations

    Z. Song, L. Gao, Q. Pu and X. Tang, Org. Chem. Front., 2018, Accepted Manuscript , DOI: 10.1039/C8QO00332G

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