Literature DB >> 16986925

Catalytic enantioselective synthesis of adociacetylene B.

Barry M Trost1, Andrew H Weiss.   

Abstract

A catalytic enantioselective total synthesis of adociacetylene B (2) in five steps is reported. The efficiency of this synthesis was enabled by an asymmetric zinc alkynylation catalyzed by the proline-derived ligand (1).

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Year:  2006        PMID： 16986925     DOI： 10.1021/ol0615836

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


  13 in total

1.  Asymmetric synthesis of D-ribo-phytosphingosine from 1-tetradecyne and (4-methoxyphenoxy)acetaldehyde.

Authors:  Zheng Liu; Hoe-Sup Byun; Robert Bittman
Journal:  J Org Chem       Date:  2010-07-02       Impact factor: 4.354

2.  Green chemistry for chemical synthesis.

Authors:  Chao-Jun Li; Barry M Trost
Journal:  Proc Natl Acad Sci U S A       Date:  2008-09-03       Impact factor: 11.205

Review 3.  Protecting-group-free synthesis as an opportunity for invention.

Authors:  Ian S Young; Phil S Baran
Journal:  Nat Chem       Date:  2009-06       Impact factor: 24.427

4.  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

5.  Thionium ion initiated medium-sized ring formation: the total synthesis of asteriscunolide D.

Authors:  Barry M Trost; Aaron C Burns; Mark J Bartlett; Thomas Tautz; Andrew H Weiss
Journal:  J Am Chem Soc       Date:  2012-01-10       Impact factor: 15.419

6.  Enantioselective ProPhenol-catalyzed addition of 1,3-diynes to aldehydes to generate synthetically versatile building blocks and diyne natural products.

Authors:  Barry M Trost; Vincent S Chan; Daisuke Yamamoto
Journal:  J Am Chem Soc       Date:  2010-04-14       Impact factor: 15.419

7.  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

8.  Total synthesis and stereochemical assignment of (-)-ushikulide A.

Authors:  Barry M Trost; Brendan M O'Boyle; Daniel Hund
Journal:  J Am Chem Soc       Date:  2009-10-21       Impact factor: 15.419

9.  Exploiting orthogonally reactive functionality: synthesis and stereochemical assignment of (-)-ushikulide A.

Authors:  Barry M Trost; Brendan M O'Boyle
Journal:  J Am Chem Soc       Date:  2008-12-03       Impact factor: 15.419

10.  An atom-economic and selective ruthenium-catalyzed redox isomerization of propargylic alcohols. An efficient strategy for the synthesis of leukotrienes.

Authors:  Barry M Trost; Robert C Livingston
Journal:  J Am Chem Soc       Date:  2008-08-15       Impact factor: 15.419
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