Literature DB >> 26880210

Total Synthesis of (-)-Chromodorolide B.

Daniel J Tao1, Yuriy Slutskyy1, Larry E Overman1.   

Abstract

The first total synthesis of a chromodorolide diterpenoid is described. The synthesis features a bimolecular radical addition/cyclization/fragmentation cascade that unites butenolide and trans-hydrindane fragments while fashioning two C-C bonds and stereoselectively forming three of the ten contiguous stereocenters of chromodorolide B.

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Year:  2016        PMID： 26880210      PMCID： PMC4864965          DOI： 10.1021/jacs.6b00541

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN： 0002-7863            Impact factor:   15.419


  14 in total

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2.  Enantioselective total synthesis of aplyviolene.

Authors:  Martin J Schnermann; Larry E Overman
Journal:  J Am Chem Soc       Date:  2011-09-23       Impact factor: 15.419

3.  Asymmetric Ni(II)/Cr(II)-mediated coupling reaction: stoichiometric process.

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Journal:  Org Lett       Date:  2002-12-12       Impact factor: 6.005

4.  Stereoselective total synthesis of (+)-norrisolide.

Authors:  Thomas P Brady; Sun Hee Kim; Ke Wen; Emmanuel A Theodorakis
Journal:  Angew Chem Int Ed Engl       Date:  2004-01-30       Impact factor: 15.336

5.  Introduction of functionalized C1, C2, and C3 units to imines through the dimethylzinc-air-initiated radical addition.

Authors:  Ken-ichi Yamada; Yasutomo Yamamoto; Masaru Maekawa; Kiyoshi Tomioka
Journal:  J Org Chem       Date:  2004-03-05       Impact factor: 4.354

Review 6.  Spongian diterpenoids from marine sponges.

Authors:  Robert A Keyzers; Peter T Northcote; Michael T Davies-Coleman
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7.  Golgi-modifying properties of macfarlandin E and the synthesis and evaluation of its 2,7-dioxabicyclo[3.2.1]octan-3-one core.

Authors:  Martin J Schnermann; Christopher M Beaudry; Anastasia V Egorova; Roman S Polishchuk; Christine Sütterlin; Larry E Overman
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8.  Norrisolide: total synthesis and related studies.

Authors:  Thomas P Brady; Sun Hee Kim; Ke Wen; Charles Kim; Emmanuel A Theodorakis
Journal:  Chemistry       Date:  2005-12-09       Impact factor: 5.236

9.  Origins of stereoselectivities of dihydroxylations of cis-bicyclo[3.3.0]octenes.

Authors:  Hao Wang; Philipp Kohler; Larry E Overman; K N Houk
Journal:  J Am Chem Soc       Date:  2012-09-18       Impact factor: 15.419

10.  Carboxylic acids as a traceless activation group for conjugate additions: a three-step synthesis of (±)-pregabalin.

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Journal:  J Am Chem Soc       Date:  2014-07-28       Impact factor: 15.419
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  7 in total

Review 1.  Transition Metal-Mediated C-C Single Bond Cleavage: Making the Cut in Total Synthesis.

Authors:  Brian Wang; Melecio A Perea; Richmond Sarpong
Journal:  Angew Chem Int Ed Engl       Date:  2020-08-24       Impact factor: 15.336

2.  Forging C(sp3)-C(sp3) Bonds with Carbon-Centered Radicals in the Synthesis of Complex Molecules.

Authors:  Spencer P Pitre; Nicholas A Weires; Larry E Overman
Journal:  J Am Chem Soc       Date:  2019-01-04       Impact factor: 15.419

3.  Catalytic Hydroxycyclopropanol Ring-Opening Carbonylative Lactonization to Fused Bicyclic Lactones.

Authors:  Xinpei Cai; Weida Liang; Mingxin Liu; Xiating Li; Mingji Dai
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4.  Diastereoselective Coupling of Chiral Acetonide Trisubstituted Radicals with Alkenes.

Authors:  Daniel J Tao; Mikko Muuronen; Yuriy Slutskyy; Alexander Le; Filipp Furche; Larry E Overman
Journal:  Chemistry       Date:  2016-05-30       Impact factor: 5.236

Review 5.  Total synthesis of complex terpenoids employing radical cascade processes.

Authors:  Kevin Hung; Xirui Hu; Thomas J Maimone
Journal:  Nat Prod Rep       Date:  2018-02-21       Impact factor: 13.423

6.  Cytotoxic Spiroepoxide Lactone and Its Putative Biosynthetic Precursor from Goniobranchus Splendidus.

Authors:  Louise C Forster; Gregory K Pierens; Andrew M White; Karen L Cheney; Pradeep Dewapriya; Robert J Capon; Mary J Garson
Journal:  ACS Omega       Date:  2017-06-15

7.  Application of visible-light photosensitization to form alkyl-radical-derived thin films on gold.

Authors:  Rashanique D Quarels; Xianglin Zhai; Neepa Kuruppu; Jenny K Hedlund; Ashley A Ellsworth; Amy V Walker; Jayne C Garno; Justin R Ragains
Journal:  Beilstein J Nanotechnol       Date:  2017-09-06       Impact factor: 3.649
  7 in total

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