Literature DB >> 20979374

Direct conversion of β-hydroxyketones to cyclic disiloxanes.

Gregory W O'Neil1, Michael M Miller, Kyle P Carter.   

Abstract

β-Hydroxyketones can be directly converted to cyclic disiloxanes using diphenylchlorosilane in the presence of imidazole and an amine base. The reaction is proposed to proceed via a nucleophilic activation mechanism through a cyclic chairlike transition state affording hydrosilylated products with high diastereoselectivity.

Entities:  

Year:  2010        PMID： 20979374     DOI： 10.1021/ol1024635

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  4 in total

1.  Chemoselective Carbonyl Allylations with Alkoxyallylsiletanes.

Authors:  Paul Spaltenstein; Elizabeth J Cummins; Kelly-Marie Yokuda; Tim Kowalczyk; Timothy B Clark; Gregory W O'Neil
Journal:  J Org Chem       Date:  2019-03-13       Impact factor: 4.354

2.  Iodine-mediated rearrangements of diallylsilanes.

Authors:  Gregory W O'Neil; Elizabeth J Cummins
Journal:  Tetrahedron Lett       Date:  2017-07-11       Impact factor: 2.415

3.  Enantioselective Evans-Tishchenko reduction of β-hydroxyketone catalyzed by lithium binaphtholate.

Authors:  Tomonori Ichibakase; Masato Nakatsu; Makoto Nakajima
Journal:  Molecules       Date:  2011-06-17       Impact factor: 4.411

4.  Anionic cascade reactions. One-pot assembly of (Z)-chloro-exo-methylenetetrahydrofurans from β-hydroxyketones.

Authors:  István E Markó; Florian T Schevenels
Journal:  Beilstein J Org Chem       Date:  2013-07-03       Impact factor: 2.883
  4 in total

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