Literature DB >> 16003791

Metathesis reactions in total synthesis.

K C Nicolaou1, Paul G Bulger, David Sarlah.   

Abstract

With the exception of palladium-catalyzed cross-couplings, no other group of reactions has had such a profound impact on the formation of carbon-carbon bonds and the art of total synthesis in the last quarter of a century than the metathesis reactions of olefins, enynes, and alkynes. Herein, we highlight a number of selected examples of total syntheses in which such processes played a crucial role and which imparted to these endeavors certain elements of novelty, elegance, and efficiency. Judging from their short but impressive history, the influence of these reactions in chemical synthesis is destined to increase.

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Year:  2005        PMID: 16003791     DOI: 10.1002/anie.200500369

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


  128 in total

Review 1.  Constructing molecular complexity and diversity: total synthesis of natural products of biological and medicinal importance.

Authors:  K C Nicolaou; Christopher R H Hale; Christian Nilewski; Heraklidia A Ioannidou
Journal:  Chem Soc Rev       Date:  2012-06-28       Impact factor: 54.564

2.  A concise synthesis of the molecular framework of pleuromutilin.

Authors:  Junjia Liu; Stephen D Lotesta; Erik J Sorensen
Journal:  Chem Commun (Camb)       Date:  2010-11-16       Impact factor: 6.222

3.  "Designer"-Surfactant-Enabled Cross-Couplings in Water at Room Temperature.

Authors:  Bruce H Lipshutz; Subir Ghorai
Journal:  Aldrichimica Acta       Date:  2012-01-01       Impact factor: 3.667

4.  An Initiation Kinetics Prediction Model Enables Rational Design of Ruthenium Olefin Metathesis Catalysts Bearing Modified Chelating Benzylidenes.

Authors:  Shao-Xiong Luo; Keary M Engle; Xiaofei Dong; Andrew Hejl; Michael K Takase; Lawrence M Henling; Peng Liu; K N Houk; Robert H Grubbs
Journal:  ACS Catal       Date:  2018-04-10       Impact factor: 13.084

5.  Enol ethers as substrates for efficient Z- and enantioselective ring-opening/cross-metathesis reactions promoted by stereogenic-at-Mo complexes: utility in chemical synthesis and mechanistic attributes.

Authors:  Miao Yu; Ismail Ibrahem; Masayuki Hasegawa; Richard R Schrock; Amir H Hoveyda
Journal:  J Am Chem Soc       Date:  2012-01-24       Impact factor: 15.419

6.  Total synthesis of maoecrystal V: early-stage C-H functionalization and lactone assembly by radical cyclization.

Authors:  Ping Lu; Zhenhua Gu; Armen Zakarian
Journal:  J Am Chem Soc       Date:  2013-09-23       Impact factor: 15.419

7.  Synthesis of 5'-functionalized nucleosides: S-Adenosylhomocysteine analogues with the carbon-5' and sulfur atoms replaced by a vinyl or halovinyl unit.

Authors:  Stanislaw F Wnuk; Pablo R Sacasa; Elzbieta Lewandowska; Daniela Andrei; Sumin Cai; Ronald T Borchardt
Journal:  Bioorg Med Chem       Date:  2008-04-12       Impact factor: 3.641

8.  Synthesis of (+)-didemniserinolipid B: application of a 2-allyl-4-fluorophenyl auxiliary for relay ring-closing metathesis.

Authors:  Christopher C Marvin; Eric A Voight; Judy M Suh; Christopher L Paradise; Steven D Burke
Journal:  J Org Chem       Date:  2008-09-24       Impact factor: 4.354

9.  Total synthesis and structure-activity relationship study of the potent cAMP signaling agonist (-)-alotaketal A.

Authors:  Jinhua Huang; Jessica R Yang; Jin Zhang; Jiong Yang
Journal:  Org Biomol Chem       Date:  2013-04-12       Impact factor: 3.876

10.  Conformations of N-heterocyclic carbene ligands in ruthenium complexes relevant to olefin metathesis.

Authors:  Ian C Stewart; Diego Benitez; Daniel J O'Leary; Ekaterina Tkatchouk; Michael W Day; William A Goddard; Robert H Grubbs
Journal:  J Am Chem Soc       Date:  2009-02-11       Impact factor: 15.419

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