Literature DB >> 17103481

Modern aldol methods for the total synthesis of polyketides.

Bernd Schetter1, Rainer Mahrwald.   

Abstract

The aldol reaction is one of the most important methods for the stereoselective construction of polyketide natural products, not only for nature but also for synthetic chemistry. The tremendous development in the field of aldol additions during the last 30 years has led to more and more total syntheses of complicated natural products. This Review illustrates by means of selected syntheses of natural products the new variants of the aldol addition. This includes aldol additions with various metal enolates, as well as metal-complex-catalyzed, organocatalytic, and biocatalytic methods.

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Year:  2006        PMID： 17103481     DOI： 10.1002/anie.200602780

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN： 1433-7851            Impact factor:   15.336


  49 in total

1.  Rapid and stereochemically flexible synthesis of polypropionates: super-silyl-governed aldol cascades.

Authors:  Patrick B Brady; Hisashi Yamamoto
Journal:  Angew Chem Int Ed Engl       Date:  2012-01-17       Impact factor: 15.336

2.  Practical asymmetric synthesis of β-hydroxy γ-amino acids via complimentary aldol reactions.

Authors:  Bhaumik A Pandya; Sivaraman Dandapani; Jeremy R Duvall; Ann Rowley; Carol A Mulrooney; Troy Ryba; Michael Dombrowski; Marie Harton; Damian W Young; Lisa A Marcaurelle
Journal:  Tetrahedron       Date:  2011-08-26       Impact factor: 2.457

3.  Direct generation of acyclic polypropionate stereopolyads via double diastereo- and enantioselective iridium-catalyzed crotylation of 1,3-diols: beyond stepwise carbonyl addition in polyketide construction.

Authors:  Xin Gao; Hoon Han; Michael J Krische
Journal:  J Am Chem Soc       Date:  2011-07-25       Impact factor: 15.419

4.  Enediolate-dilithium amide mixed aggregates in the enantioselective alkylation of arylacetic acids: structural studies and a stereochemical model.

Authors:  Yun Ma; Craig E Stivala; Ashley M Wright; Trevor Hayton; Jun Liang; Ivan Keresztes; Emil Lobkovsky; David B Collum; Armen Zakarian
Journal:  J Am Chem Soc       Date:  2013-05-31       Impact factor: 15.419

5.  Structure determination using the method of continuous variation: lithium phenolates solvated by protic and dipolar aprotic ligands.

Authors:  Laura L Tomasevich; David B Collum
Journal:  J Org Chem       Date:  2013-07-15       Impact factor: 4.354

Review 6.  Phosphine Organocatalysis.

Authors:  Hongchao Guo; Yi Chiao Fan; Zhanhu Sun; Yang Wu; Ohyun Kwon
Journal:  Chem Rev       Date:  2018-09-27       Impact factor: 60.622

7.  Stereoselective construction of all-anti polypropionate modules: synthesis of the C5-C10 fragment of streptovaricin U.

Authors:  Wildeliz Torres; Raúl R Rodríguez; José A Prieto
Journal:  J Org Chem       Date:  2009-03-20       Impact factor: 4.354

8.  Solution structures of lithium enolates, phenolates, carboxylates, and alkoxides in the presence of N,N,N',N'-tetramethylethylenediamine: a prevalence of cyclic dimers.

Authors:  Jocelyn M Gruver; Lara R Liou; Anne J McNeil; Antonio Ramirez; David B Collum
Journal:  J Org Chem       Date:  2008-09-10       Impact factor: 4.354

9.  Direct β-functionalization of cyclic ketones with aryl ketones via the merger of photoredox and organocatalysis.

Authors:  Filip R Petronijević; Manuel Nappi; David W C MacMillan
Journal:  J Am Chem Soc       Date:  2013-11-22       Impact factor: 15.419

10.  Polyol synthesis with beta-oxyanionic alkyllithium reagents: syntheses of aculeatins A, B, and D.

Authors:  Viengkham Malathong; Scott D Rychnovsky
Journal:  Org Lett       Date:  2009-09-17       Impact factor: 6.005
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