Literature DB >> 12353982

Rapid syntheses of benzopyrans from o-OBOC salicylaldehydes and salicyl alcohols: a three-component reaction.

Ryan M Jones1, Carolyn Selenski, Thomas R R Pettus.   

Abstract

The Diels-Alder reactions of o-quinone methides generated from OBOC-salicylic aldehydes and alcohols are described, allowing for the synthesis of various substituted benzopyrans. The low temperatures employed for this procedure enable high diastereoselectivity in reactions with beta-substituted o-quinone methides.

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Year:  2002        PMID： 12353982      PMCID： PMC2435176          DOI： 10.1021/jo020224v

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


  4 in total

1.  A mild anionic method for generating o-quinone methides: facile preparations of ortho-functionalized phenols.

Authors:  R M Jones; R W Van De Water; C C Lindsey; C Hoarau; T Ung; T R Pettus
Journal:  J Org Chem       Date:  2001-05-18       Impact factor: 4.354

2.  1-Amino-3-siloxy-1,3-butadienes: Highly Reactive Dienes for the Diels-Alder Reaction.

Authors:  Sergey A. Kozmin; Jacob M. Janey; Viresh H. Rawal
Journal:  J Org Chem       Date:  1999-04-30       Impact factor: 4.354

3.  Isolation of two new antiinflammatory biflavanoids from Sarcophyte piriei.

Authors:  A Ogundaini; M Farah; P Perera; G Samuelsson; L Bohlin
Journal:  J Nat Prod       Date:  1996-06       Impact factor: 4.050

4.  Effect of a novel antibiotic, heliquinomycin, on DNA helicase and cell growth.

Authors:  M Chino; K Nishikawa; A Yamada; M Ohsono; T Sawa; F Hanaoka; M Ishizuka; T Takeuchi
Journal:  J Antibiot (Tokyo)       Date:  1998-05       Impact factor: 2.649
  4 in total
  7 in total

1.  New strategies for natural products containing chroman spiroketals.

Authors:  Jason C Green; G Leslie Burnett; Thomas R R Pettus
Journal:  Pure Appl Chem       Date:  2012       Impact factor: 2.453

2.  Applications of ortho-quinone methide intermediates in catalysis and asymmetric synthesis.

Authors:  Tejas P Pathak; Matthew S Sigman
Journal:  J Org Chem       Date:  2011-10-19       Impact factor: 4.354

3.  (±)-Diinsininone: made nature's way.

Authors:  Carolyn Selenski; Thomas R R Pettus
Journal:  Tetrahedron       Date:  2006-05-29       Impact factor: 2.457

4.  Unusual cycloadditions of o-quinone methides with oxazoles.

Authors:  Christopher C Lindsey; Thomas R R Pettus
Journal:  Tetrahedron Lett       Date:  2006-01-09       Impact factor: 2.415

5.  Diastereoselective syntheses of chroman spiroketals via [4 + 2] cycloaddition of enol ethers and o-quinone methides.

Authors:  Maurice A Marsini; Yaodong Huang; Christopher C Lindsey; Kun-Liang Wu; Thomas R R Pettus
Journal:  Org Lett       Date:  2008-03-13       Impact factor: 6.005

6.  Synthesis of resorcinol derived spironitronates.

Authors:  Maurice A Marsini; Yaodong Huang; Ryan W Van De Water; Thomas R R Pettus
Journal:  Org Lett       Date:  2007-07-24       Impact factor: 6.005

7.  The domestication of ortho-quinone methides.

Authors:  Wen-Ju Bai; Jonathan G David; Zhen-Gao Feng; Marisa G Weaver; Kun-Liang Wu; Thomas R R Pettus
Journal:  Acc Chem Res       Date:  2014-12-03       Impact factor: 22.384
  7 in total

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