Totally Procedures

Just another WordPress.com weblog

Nozaki-Hiyama-Kishi (NHK) coupling

with 2 comments

To a mixture of aldehyde (0.0404 mmol) and vinyl iodide (0.162 mmol) (dried azeotropically using benzene, 2 × 2 mL) in anhydrous DMSO (1.3 mL) was added to 1% (w/w) NiCl2 in CrCl2 (49.6 mg) under N2. The resulting mixture was stirred in dark for 13 h at rt, then diluted with aq. saturated NH4Cl (5 mL). The aq. phase was extracted with DCM (6 × 5 mL) and the combined organic layers were then washed with aq. sat. NH4Cl (5 mL), dried (Na2SO4), filtered, concentrated and the residue was purified by column chromatography to give the 2 diastereomers in a total of 70% yield.

Source: Toste, Radosevich, Chan and Shih, ACIEE, 2008, EarlyView. DOI: 10.1002/anie.200800554.

 

Wikipedia Organic Chemistry Portal 

 

Points for discussion:

Why the substrates were dried before the reaction?

Written by pmgb

April 24, 2008 at 1:07 am

2 Responses

Subscribe to comments with RSS.

  1. the picture does not show up properly – a broken icon

    This is very worthwhile what you are doing – please keep up.

    milkshake

    September 6, 2008 at 1:39 am

  2. Thank you. The picture is fixed.

    pmgb

    September 6, 2008 at 4:11 am


Leave a Reply