Literature DB >> 21648404

Spirodiepoxide-based cascades: direct access to diverse motifs.

Rojita Sharma1, Madhuri Manpadi, Yue Zhang, Hiyun Kim, Novruz G Ahkmedov, Lawrence J Williams.   

Abstract

Allene epoxide formation/opening reaction sequences enabled direct access to diverse products. Described here are a single flask procedure for allene preparation and allene oxidation/derivatization reactions that give, among others, diendiol, diyndiol, α'-hydroxy-γ-enone, dihydrofuranone, butenolide, and δ-lactone products.

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Year:  2011        PMID： 21648404      PMCID： PMC3235951          DOI： 10.1021/ol201101e

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


  14 in total

1.  Multicomponent Reactions with Isocyanides.

Authors: 
Journal:  Angew Chem Int Ed Engl       Date:  2000-09-15       Impact factor: 15.336

2.  A novel isocyanide based three component reaction.

Authors:  Oliver T Kern; William B Motherwell
Journal:  Chem Commun (Camb)       Date:  2003-12-21       Impact factor: 6.222

3.  Spirodiepoxide reaction with cuprates.

Authors:  Partha Ghosh; Stephen D Lotesta; Lawrence J Williams
Journal:  J Am Chem Soc       Date:  2007-02-09       Impact factor: 15.419

4.  Spirodiepoxides in total synthesis: epoxomicin.

Authors:  Sreenivas Katukojvala; Kristin N Barlett; Stephen D Lotesta; Lawrence J Williams
Journal:  J Am Chem Soc       Date:  2004-12-01       Impact factor: 15.419

5.  A formal synthesis of psymberin.

Authors:  Ning Shangguan; Sezgin Kiren; Lawrence J Williams
Journal:  Org Lett       Date:  2007-02-24       Impact factor: 6.005

6.  Catalytic cross-coupling of alkylzinc halides with alpha-chloroketones.

Authors:  Chrysa F Malosh; Joseph M Ready
Journal:  J Am Chem Soc       Date:  2004-08-25       Impact factor: 15.419

7.  A spirodiepoxide-based strategy to the A-B ring system of pectenotoxin 4.

Authors:  Stephen D Lotesta; Yongquan Hou; Lawrence J Williams
Journal:  Org Lett       Date:  2007-02-08       Impact factor: 6.005

8.  Spirodiepoxides: synthesis of epoxomicinoids.

Authors:  Yue Zhang; Joseph R Cusick; Partha Ghosh; Ning Shangguan; Sreenivas Katukojvala; Jennifer Inghrim; Thomas J Emge; Lawrence J Williams
Journal:  J Org Chem       Date:  2009-10-16       Impact factor: 4.354

9.  Regio- and stereoselective ring-opening reactions of epoxides with indoles and pyrroles in 2,2,2-trifluoroethanol.

Authors:  Martin Westermaier; Herbert Mayr
Journal:  Chemistry       Date:  2008       Impact factor: 5.236

10.  Silyl-substituted spirodiepoxides: stereoselective formation and regioselective opening.

Authors:  Partha Ghosh; Joseph R Cusick; Jennifer Inghrim; Lawrence J Williams
Journal:  Org Lett       Date:  2009-10-15       Impact factor: 6.005
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  2 in total

1.  Modular functionalization of allenes to aminated stereotriads.

Authors:  Christopher S Adams; Luke A Boralsky; Ilia A Guzei; Jennifer M Schomaker
Journal:  J Am Chem Soc       Date:  2012-06-20       Impact factor: 15.419

2.  Direct entry to erythronolides via a cyclic bis[allene].

Authors:  Kai Liu; Hiyun Kim; Partha Ghosh; Novruz G Akhmedov; Lawrence J Williams
Journal:  J Am Chem Soc       Date:  2011-09-06       Impact factor: 15.419
  2 in total

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