Literature DB >> 17637031

The spirastrellolides: construction of the southern C(1)-C(25) fragment exploiting anion relay chemistry.

Amos B Smith1, Dae-Shik Kim.   

Abstract

Effective construction of the southern C(1)-C(25) fragment of spirastrellolide A has been achieved. Central to this venture was the use of four dithiane unions, including the highly effective deployment of the anion relay chemistry (ARC) tactic recently introduced by our laboratory.

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Year:  2007        PMID: 17637031     DOI: 10.1021/ol071282b

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


  15 in total

1.  Anion relay chemistry: access to the type II ARC reaction manifold through a fundamentally different reaction pathway exploiting 1-oxa-2-silacyclopentanes and related congeners.

Authors:  Amos B Smith; Rongbiao Tong; Won-Suk Kim; William A Maio
Journal:  Angew Chem Int Ed Engl       Date:  2011-08-10       Impact factor: 15.336

2.  Ortho-TMS benzaldehyde: an effective linchpin for type II anion relay chemistry (ARC).

Authors:  Amos B Smith; Won-Suk Kim; William M Wuest
Journal:  Angew Chem Int Ed Engl       Date:  2008       Impact factor: 15.336

3.  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

4.  Design, synthesis, and biological evaluation of diminutive forms of (+)-spongistatin 1: lessons learned.

Authors:  Amos B Smith; Christina A Risatti; Onur Atasoylu; Clay S Bennett; Junke Liu; Hongsheng Cheng; Karen TenDyke; Qunli Xu
Journal:  J Am Chem Soc       Date:  2011-08-12       Impact factor: 15.419

5.  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

6.  Benzyl and phenylthiomethyl silanes: a new class of bifunctional linchpins for type II anion relay chemistry (ARC).

Authors:  Amos B Smith; Rongbiao Tong
Journal:  Org Lett       Date:  2010-03-19       Impact factor: 6.005

7.  (+)-Rimocidin synthetic studies: construction of the C(1-27) aglycone skeleton.

Authors:  Amos B Smith; Megan A Foley; Shuzhi Dong; Alia Orbin
Journal:  J Org Chem       Date:  2009-08-21       Impact factor: 4.354

8.  Long-range anion relay chemistry (LR-ARC): a validated ARC tactic.

Authors:  Luis Sanchez; Amos B Smith
Journal:  Org Lett       Date:  2012-12-06       Impact factor: 6.005

9.  Improved method for the synthesis of beta-carbonyl silyl-1,3-dithianes by the double conjugate addition of 1,3-dithiol to propargylic carbonyl compounds.

Authors:  Sumit Mukherjee; Dimitra Kontokosta; Aditi Patil; Sivakumar Rallapalli; Daesung Lee
Journal:  J Org Chem       Date:  2009-12-04       Impact factor: 4.354

Review 10.  Evolution of multi-component anion relay chemistry (ARC): construction of architecturally complex natural and unnatural products.

Authors:  Amos B Smith; William M Wuest
Journal:  Chem Commun (Camb)       Date:  2008-09-30       Impact factor: 6.222

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