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Copper-catalyzed Three-Component Borylstannylation of Alkynes

Copper-catalyzed Three-Component Borylstannylation of Alkynes

Yuki Takemoto, Hiroto Yoshida, Ken Takaki

Chemistry. 2012 Nov 12;18(46):14841-4.

PMID: 23015288

Abstract:

Regio- and stereoselective installation of boryl and stannyl moieties into a carbon-carbon triple bond of various alkynes has been achieved based on a three-component coupling reaction by using a diboron and a tin alkoxide with the aid of a copper(II) acetate-tricyclohexylphosphine complex, giving diverse vic-borylstannylalkenes in a straightforward manner. Carbon-tin and carbon-boron bonds of the resulting borylstannylation product are successively transformed into carbon-carbon bonds by a Migita-Kosugi-Stille and a Suzuki-Miyaura coupling, leading to the formation of (Z)-tamoxifen with anti-breast cancer activity.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP638391	Tin(II) acetate		638-39-1	Price

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