Literature DB >> 16146368

Toward the synthesis of spirastrellolide A: construction of two C1-C25 diastereomers containing the BC-spiroacetal.

Ian Paterson1, Edward A Anderson, Stephen M Dalby, Olivier Loiseleur.   

Abstract

[reaction: see text] Stereo-controlled syntheses of two possible C1-C25 diastereomers of spirastrellolide A containing the cis-disubstituted tetrahydropyran and [6,6]-spiroacetal are reported, exploiting boron-mediated asymmetric aldol and allylation methodology.

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Year:  2005        PMID： 16146368     DOI： 10.1021/ol051405x

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


  6 in total

1.  INTEGRATED APPROACHES TO THE CONFIGURATIONAL ASSIGNMENT OF MARINE NATURAL PRODUCTS.

Authors:  Tadeusz F Molinski; Brandon I Morinaka
Journal:  Tetrahedron       Date:  2012-11-18       Impact factor: 2.457

2.  Spirastrellolide B: construction of the C(26)-C(40) northern hemisphere and a related [5,5,7]-bis-spiroketal analogue.

Authors:  Xiaozhao Wang; Thomas J Paxton; Ningkun Li; Amos B Smith
Journal:  Org Lett       Date:  2012-07-24       Impact factor: 6.005

Review 3.  Challenges and discoveries in the total synthesis of complex polyketide natural products.

Authors:  Ian Paterson; Nelson Yuen Sum Lam
Journal:  J Antibiot (Tokyo)       Date:  2017-10-25       Impact factor: 2.649

4.  Spirastrellolide E: Synthesis of an advanced C(1)-C(24) southern hemisphere.

Authors:  Alexander Sokolsky; Xiaozhao Wang; Amos B Smith
Journal:  Tetrahedron Lett       Date:  2015-06-03       Impact factor: 2.415

5.  Spirastrellolide Studies. Synthesis of the C(1)-C(25) Southern Hemispheres of Spirastrellolides A and B, Exploiting Anion Relay Chemistry.

Authors:  Amos B Smith; Helmars Smits; Dae-Shik Kim
Journal:  Tetrahedron       Date:  2010-08-14       Impact factor: 2.457

6.  Synthesis of a C(1)-C(23) fragment for spirastrellolide E: development of a mechanistic rationale for spiroketalization.

Authors:  Alexander Sokolsky; Martin Cattoen; Amos B Smith
Journal:  Org Lett       Date:  2015-04-06       Impact factor: 6.005
  6 in total

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