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Intermolecular Stereospecific Substitution of Underivatized Enantioenriched Secondary Alcohols by Organocatalysis
- Akkarasamiyo, Sunisa (author)
-
- Samec, Joseph S. M. (author)
- Stockholms universitet,Institutionen för organisk kemi
- (creator_code:org_t)
- Wiley, 2019
- 2019
- English.
- In: Angewandte Chemie International Edition. - : Wiley. - 1433-7851 .- 1521-3773. ; 58:50, s. 17908-17910
- Journal article (peer-reviewed)
Abstract
Subject headings
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- The stereospecific substitution of non-derivatized and non-allylic enantioenriched alcohols with only water as a by-product would enable the use of readily available alcohols as substrates for green and sustainable transformations. However, the poor leaving group ability of the OH group has hampered the development of such a process. Denton and co-workers recently described the use of (2-hydroxybenzyl)diphenylphosphine oxide as a catalyst of a redox-neutral and zero-waste-generating Mitsunobu reaction. This innovative process constitutes the first intermolecular stereospecific substitution of non-allylic alcohols, and might find industrial applications.
Subject headings
- NATURVETENSKAP -- Kemi (hsv//swe)
- NATURAL SCIENCES -- Chemical Sciences (hsv//eng)
Keyword
- alcohols
- green chemistry
- Mitsunobu reaction
- organocatalysis
- stereospecific substitution
Publication and Content Type
- ref (subject category)
- art (subject category)
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