The Phosphinoboration Reaction | Zendy

Daley Erika N. | Zendy; Vogels Christopher M. | Zendy; Geier Stephen J. | Zendy; Decken Andreas | Zendy; Doherty Simon | Zendy; Westcott Stephen A. | Zendy

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The Phosphinoboration Reaction

Author(s) -

Daley Erika N.,

Vogels Christopher M.,

Geier Stephen J.,

Decken Andreas,

Doherty Simon,

Westcott Stephen A.

Publication year - 2015

Publication title -

angewandte chemie

Language(s) - English

Resource type - Journals

eISSN - 1521-3757

pISSN - 0044-8249

DOI - 10.1002/ange.201410033

Subject(s) - regioselectivity , aldimine , chemistry , reactivity (psychology) , catalysis , single bond , transition metal , double bond , stereochemistry , medicinal chemistry , organic chemistry , group (periodic table) , medicine , alternative medicine , pathology

The synthesis of phosphinoboronate esters containing a single PB bond is reported, together with preliminary reactivity studies towards a range of organic substrates. These compounds add readily to aldehydes, ketones, aldimines, and α,β‐unsaturated enones to give primarily the corresponding 1,2‐addition products containing a new PC bond. The first examples of transition‐metal‐catalyzed phosphinoborations of C‐C multiple bonds in which PC and BC bonds are formed in a single step are also disclosed; allenes react by a highly regioselective 1,2‐addition whereas terminal alkynes undergo a formal 1,1‐addition.

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