Literature DB >> 15624997

Diversity-oriented synthesis of polyketide natural products via iterative chemo- and stereoselective functionalization of polyenoates: development of a unified approach for the C(1-19) segments of lituarines A-C.

Amos B Smith1, Shawn P Walsh, Michael Frohn, Matthew O Duffey.   

Abstract

A unified, stereocontrolled synthesis of the C(1-19) segments of the lituarines A-C (1-3) has been achieved, highlighted by application of an iterative chemo- and stereoselective trienoate functionalization protocol, a strategy that holds considerable promise for the diversity oriented synthesis of polyketides.

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Year:  2005        PMID： 15624997     DOI： 10.1021/ol047792c

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


  8 in total

1.  De novo formal synthesis of (-)-virginiamycin M2 via the asymmetric hydration of dienoates.

Authors:  Matthew S Mortensen; Joshua M Osbourn; George A O'Doherty
Journal:  Org Lett       Date:  2007-07-03       Impact factor: 6.005

2.  De novo synthesis of 2-substituted syn-1,3-diols via an iterative asymmetric hydration strategy.

Authors:  Md Moinuddin Ahmed; Matthew S Mortensen; George A O'Doherty
Journal:  J Org Chem       Date:  2006-09-29       Impact factor: 4.354

3.  A unified synthetic approach to polyketides having both skeletal and stereochemical diversity.

Authors:  Shiying Shang; Hayato Iwadare; Daniel E Macks; Lisa M Ambrosini; Derek S Tan
Journal:  Org Lett       Date:  2007-04-17       Impact factor: 6.005

4.  Alkyne hydrosilylation catalyzed by a cationic ruthenium complex: efficient and general trans addition.

Authors:  Barry M Trost; Zachary T Ball
Journal:  J Am Chem Soc       Date:  2005-12-21       Impact factor: 15.419

5.  Total synthesis of (+)-psymberin (irciniastatin A): catalytic reagent control as the strategic cornerstone.

Authors:  Amos B Smith; Jon A Jurica; Shawn P Walsh
Journal:  Org Lett       Date:  2008-12-18       Impact factor: 6.005

6.  "Click, click, cyclize": a DOS approach to sultams utilizing vinyl sulfonamide linchpins.

Authors:  Aihua Zhou; Dinesh Rayabarapu; Paul R Hanson
Journal:  Org Lett       Date:  2009-02-05       Impact factor: 6.005

7.  Total synthesis of (+)-irciniastatin A (a.k.a. psymberin) and (-)-irciniastatin B.

Authors:  Chihui An; Jon A Jurica; Shawn P Walsh; Adam T Hoye; Amos B Smith
Journal:  J Org Chem       Date:  2013-04-12       Impact factor: 4.354

Review 8.  Natural products as an inspiration in the diversity-oriented synthesis of bioactive compound libraries.

Authors:  Christopher Cordier; Daniel Morton; Sarah Murrison; Adam Nelson; Catherine O'Leary-Steele
Journal:  Nat Prod Rep       Date:  2008-04-14       Impact factor: 13.423
  8 in total

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