Literature DB >> 21526866

DIBAL-mediated reductive transformation of trans-dimethyl tartrate acetonide into ε-hydroxy α,β-unsaturated ester and its derivatives.

Takashi Tomioka1, Yuki Yabe, Tohru Takahashi, Tracy K Simmons.   

Abstract

Stepwise, selective DIBAL reduction of the acetonide diester derived from tartaric acid followed by the Horner-Emmons reaction effectively provided desymmetrized hydroxy mono-olefination products in a one-pot operation.

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Year:  2011        PMID: 21526866      PMCID: PMC3103658          DOI: 10.1021/jo200019j

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


  9 in total

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Authors:  Kevin W C Poon; Gregory B Dudley
Journal:  J Org Chem       Date:  2006-05-12       Impact factor: 4.354

2.  Total synthesis of (-)-neplanocin a by using lithium thiolate-initiated Michael-aldol tandem cyclization reaction.

Authors:  M Ono; K Nishimura; H Tsubouchi; Y Nagaoka; K Tomioka
Journal:  J Org Chem       Date:  2001-11-30       Impact factor: 4.354

3.  Total synthesis of Bengamide E and analogues by modification at C-2 and at terminal olefinic positions.

Authors:  Francisco Sarabia; Antonio Sánchez-Ruiz
Journal:  J Org Chem       Date:  2005-11-11       Impact factor: 4.354

4.  Synthesis of (+)-Cladospolide C.

Authors:  Chun-Yi Chou; Duen-Ren Hou
Journal:  J Org Chem       Date:  2006-12-22       Impact factor: 4.354

5.  Stereoselective rhodium-catalyzed conjugate addition of boronic acids to unprotected delta-hydroxy-gamma-butenolides. Synthesis of (-)-7-oxamuricatacin and beta-substituted derivatives.

Authors:  Cristina Navarro; Ana Moreno; Aurelio G Csákÿ
Journal:  J Org Chem       Date:  2009-01-02       Impact factor: 4.354

6.  Structure-based design, synthesis and preliminary evaluation of selective inhibitors of dihydrofolate reductase from Mycobacterium tuberculosis.

Authors:  Mervat H R I El-Hamamsy; Anthony W Smith; Andrew S Thompson; Michael D Threadgill
Journal:  Bioorg Med Chem       Date:  2007-04-10       Impact factor: 3.641

7.  Total synthesis of (-)-microcarpalide, a novel microfilament disrupting metabolite.

Authors:  Paolo Davoli; Alberto Spaggiari; Luca Castagnetti; Fabio Prati
Journal:  Org Biomol Chem       Date:  2003-11-06       Impact factor: 3.876

8.  Total synthesis of sphingofungin F based on chiral tricyclic iminolactone.

Authors:  Feng-Feng Gan; Shao-Bo Yang; Yong-Chun Luo; Wan-Bang Yang; Peng-Fei Xu
Journal:  J Org Chem       Date:  2010-04-16       Impact factor: 4.354

9.  Synthesis of (-)-agelastatin A by [3.3] sigmatropic rearrangement of allyl cyanate.

Authors:  Yoshiyasu Ichikawa; Tomonori Yamaoka; Keiji Nakano; Hiyoshizo Kotsuki
Journal:  Org Lett       Date:  2007-06-30       Impact factor: 6.005

  9 in total
  2 in total

1.  [(4S,5S)-2,2-Dimethyl-1,3-dioxolane-4,5-di-yl]bis-[N-(thio-phen-2-yl-methyl-idene)methanamine].

Authors:  Yan Jiang; Jing Bian; Xiaoqiang Sun
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2012-01-18

2.  One-pot synthesis of enantiomerically pure N-protected allylic amines from N-protected α-amino esters.

Authors:  Gastón Silveira-Dorta; Sergio J Álvarez-Méndez; Víctor S Martín; José M Padrón
Journal:  Beilstein J Org Chem       Date:  2016-05-12       Impact factor: 2.883

  2 in total

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