Literature DB >> 18362970

Highly enantioselective alkynylation of aldehydes catalyzed by a new oxazolidine-titanium complex.

Zhou Xu1, Jincheng Mao, Yawen Zhang.   

Abstract

The readily available and inexpensive new chiral oxazolidine in combination with Ti(O(i)Pr)(4) was found to catalyze the reaction of an alkynylzinc reagent with various types of aldehydes to generate chiral propargylic alcohols with high enantioselectivities (up to 95%) and excellent yields (up to 98%).

Year:  2008        PMID: 18362970     DOI: 10.1039/b719624e

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  4 in total

1.  The Enantioselective Addition of Alkyne Nucleophiles to Carbonyl Groups.

Authors:  Barry M Trost; Andrew H Weiss
Journal:  Adv Synth Catal       Date:  2009-05       Impact factor: 5.837

2.  Development of Zn-ProPhenol-catalyzed asymmetric alkyne addition: synthesis of chiral propargylic alcohols.

Authors:  Barry M Trost; Mark J Bartlett; Andrew H Weiss; Axel Jacobi von Wangelin; Vincent S Chan
Journal:  Chemistry       Date:  2012-10-23       Impact factor: 5.236

3.  Tandem ruthenium-catalyzed redox isomerization--O-conjugate addition: an atom-economic synthesis of cyclic ethers.

Authors:  Barry M Trost; Alicia C Gutierrez; Robert C Livingston
Journal:  Org Lett       Date:  2009-06-18       Impact factor: 6.005

4.  Continuous-flow hydration-condensation reaction: Synthesis of α,β-unsaturated ketones from alkynes and aldehydes by using a heterogeneous solid acid catalyst.

Authors:  Magnus Rueping; Teerawut Bootwicha; Hannah Baars; Erli Sugiono
Journal:  Beilstein J Org Chem       Date:  2011-12-15       Impact factor: 2.883

  4 in total

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