Literature DB >> 17536809

Formal chemoselective synthesis of leucascandrolide A.

Laurent Ferrié1, Sébastien Reymond, Patrice Capdevielle, Janine Cossy.   

Abstract

A chemoselective synthesis of the macrocyclic core of leucascandrolide A has been achieved, utilizing highly enantioselective allylmetalations, an enantioselective Noyori reduction of a propargylic ketone and olefin metatheses as the key steps.

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Year:  2007        PMID： 17536809     DOI： 10.1021/ol070670a

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


  11 in total

1.  Studies for the enantiocontrolled preparation of substituted tetrahydropyrans: Applications for the synthesis of leucascandrolide A macrolactone.

Authors:  David R Williams; Scott V Plummer; Samarjit Patnaik
Journal:  Tetrahedron       Date:  2011-07-08       Impact factor: 2.457

2.  Nickel-catalyzed allylic substitution of simple alkenes.

Authors:  Ryosuke Matsubara; Timothy F Jamison
Journal:  Chem Asian J       Date:  2011-03-08

3.  Design and synthesis of potent HIV-1 protease inhibitors incorporating hexahydrofuropyranol-derived high affinity P(2) ligands: structure-activity studies and biological evaluation.

Authors:  Arun K Ghosh; Bruno D Chapsal; Abigail Baldridge; Melinda P Steffey; D Eric Walters; Yasuhiro Koh; Masayuki Amano; Hiroaki Mitsuya
Journal:  J Med Chem       Date:  2010-12-31       Impact factor: 7.446

4.  Synthesis of the WXYZA' domain of maitotoxin.

Authors:  K C Nicolaou; Thomas M Baker; Tsuyoshi Nakamura
Journal:  J Am Chem Soc       Date:  2010-12-17       Impact factor: 15.419

5.  Total synthesis of neopeltolide and analogs.

Authors:  Yubo Cui; Wangyang Tu; Paul E Floreancig
Journal:  Tetrahedron       Date:  2010-06-26       Impact factor: 2.457

6.  Synthesis of the ABCDEFG ring system of maitotoxin.

Authors:  K C Nicolaou; Robert J Aversa; Jian Jin; Fatima Rivas
Journal:  J Am Chem Soc       Date:  2010-05-19       Impact factor: 15.419

7.  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

8.  Synthesis enables identification of the cellular target of leucascandrolide A and neopeltolide.

Authors:  Olesya A Ulanovskaya; Jelena Janjic; Masato Suzuki; Simran S Sabharwal; Paul T Schumacker; Stephen J Kron; Sergey A Kozmin
Journal:  Nat Chem Biol       Date:  2008-05-30       Impact factor: 15.040

9.  Approach to the Synthesis of the C1-C11 and C14-C18 portion of Leucascandrolide A.

Authors:  T J Hunter; J Zheng; G A O'Doherty
Journal:  Org Chem Front       Date:  2016-07-12       Impact factor: 5.281

10.  An Enantioselective Cross-Dehydrogenative Coupling Catalysis Approach to Substituted Tetrahydropyrans.

Authors:  Ansoo Lee; Rick C Betori; Erika A Crane; Karl A Scheidt
Journal:  J Am Chem Soc       Date:  2018-05-10       Impact factor: 15.419
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