Literature DB >> 19877611

Improved method for the synthesis of beta-carbonyl silyl-1,3-dithianes by the double conjugate addition of 1,3-dithiol to propargylic carbonyl compounds.

Sumit Mukherjee1, Dimitra Kontokosta, Aditi Patil, Sivakumar Rallapalli, Daesung Lee.   

Abstract

Base-mediated double conjugate addition of 1,3-propane dithiol to various silylated propargylic aldehydes and ketones allows for an efficient and scalable synthesis of beta-carbonyl silyl-1,3-dithianes.

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Year:  2009        PMID: 19877611      PMCID: PMC2787704          DOI: 10.1021/jo901950e

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  33 in total

1.  The development of L2X2Ru=CHR olefin metathesis catalysts: an organometallic success story.

Authors:  T M Trnka; R H Grubbs
Journal:  Acc Chem Res       Date:  2001-01       Impact factor: 22.384

2.  Olefin Metathesis and Beyond A list of abbreviations can be found at the end of this article.

Authors: 
Journal:  Angew Chem Int Ed Engl       Date:  2000-09-01       Impact factor: 15.336

3.  Strained silacycles in organic synthesis: a new reagent for the enantioselective allylation of aldehydes.

Authors:  James W A Kinnaird; Pui Yee Ng; Katsumi Kubota; Xiaolun Wang; James L Leighton
Journal:  J Am Chem Soc       Date:  2002-07-10       Impact factor: 15.419

4.  Anion relay chemistry: an effective tactic for diversity oriented synthesis.

Authors:  Amos B Smith; Ming Xian
Journal:  J Am Chem Soc       Date:  2006-01-11       Impact factor: 15.419

Review 5.  Modern aldol methods for the total synthesis of polyketides.

Authors:  Bernd Schetter; Rainer Mahrwald
Journal:  Angew Chem Int Ed Engl       Date:  2006-11-20       Impact factor: 15.336

6.  Asymmetric induction in methyl ketone aldol additions to alpha-alkoxy and alpha,beta-bisalkoxy aldehydes: a model for acyclic stereocontrol.

Authors:  David A Evans; Victor J Cee; Sarah J Siska
Journal:  J Am Chem Soc       Date:  2006-07-26       Impact factor: 15.419

7.  Application of tandem ring-closing enyne metathesis: formal total synthesis of (-)-cochleamycin A.

Authors:  Sumit Mukherjee; Daesung Lee
Journal:  Org Lett       Date:  2009-07-02       Impact factor: 6.005

8.  Development of beta-keto 1,3-dithianes as versatile intermediates for organic synthesis.

Authors:  Matthew J Gaunt; Helen F Sneddon; Peter R Hewitt; Paolo Orsini; David F Hook; Steven V Ley
Journal:  Org Biomol Chem       Date:  2003-01-07       Impact factor: 3.876

9.  Asymmetric crotylation reactions in synthesis of polypropionate-derived macrolides: application to total synthesis of oleandolide.

Authors:  Tao Hu; Norito Takenaka; James S Panek
Journal:  J Am Chem Soc       Date:  2002-10-30       Impact factor: 15.419

10.  1,5-asymmetric induction in boron-mediated beta-alkoxy methyl ketone aldol addition reactions.

Authors:  David A Evans; Bernard Côté; Paul J Coleman; Brian T Connell
Journal:  J Am Chem Soc       Date:  2003-09-10       Impact factor: 15.419

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  1 in total

1.  Copper(II)- and palladium(II)-catalyzed enantioselective Claisen rearrangement of allyloxy- and propargyloxy-indoles to quaternary oxindoles and spirocyclic lactones.

Authors:  Trung Cao; Elizabeth C Linton; Joshua Deitch; Simon Berritt; Marisa C Kozlowski
Journal:  J Org Chem       Date:  2012-12-04       Impact factor: 4.354

  1 in total

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