Convenient generation of 1-propynyllithium. One-pot synthesis of acetylenic carbinols from 1,2-dibromopropane and aldehydes and ketones

Article abstract of DOI:10.1080/00397919208021126

Treatment of 1,2-dibromopropane (1) with 3 equiv of lithium diisopropylamide (-60° to 0°C, THF) generates 1-propynyllithium (2), which with aldehydes or ketones affords acetylenic carbinols 3 in 82-96% yields.

Full text of DOI:10.1080/00397919208021126

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Synthetic Communications: An
International Journal for Rapid
Communication of Synthetic
Organic Chemistry
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Convenient Generation
of 1-Propynyllithium.
One-Pot Synthesis of
Acetylenic Carbinols from
1,2-Dibromopropane and
Aldehydes and Ketones
Gordon W. Gribble a , H. Howard Joyner a & Frank L.
Switzer a
a Department of Chemistry , Dartmouth College ,
Hanover, New Hampshire, 03755
Published online: 23 Sep 2006.
To cite this article: Gordon W. Gribble , H. Howard Joyner & Frank L. Switzer
(1992) Convenient Generation of 1-Propynyllithium. One-Pot Synthesis of Acetylenic
Carbinols from 1,2-Dibromopropane and Aldehydes and Ketones, Synthetic
Communications: An International Journal for Rapid Communication of Synthetic
Organic Chemistry, 22:20, 2997-3002, DOI: 10.1080/00397919208021126
To link to this article: http://dx.doi.org/10.1080/00397919208021126
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