Literature DB >> 16209480

Regioselective synthesis of trisubstituted 2,3-dihydrofurans from donor-acceptor cyclopropanes or from reaction of the Corey ylide with alpha-sulfenyl-, alpha-sulfinyl-, or alpha-sulfonylenones.

Angela M Bernard1, Angelo Frongia, Pier P Piras, Francesco Secci, Marco Spiga.   

Abstract

[reactions: see text] Regioselective synthesis of 2,4,5- or 3,4,5-trisubstituted 2,3-dihydrofurans has been realized by using donor-acceptor cyclopropanes or by a Corey ylide reaction with alpha-sulfenyl-, alpha-sulfinyl-, or alpha-sulfonylenones. The method allowed a straightforward synthesis of the natural product calyxolane B.

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Year:  2005        PMID： 16209480     DOI： 10.1021/ol0514606

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


  3 in total

1.  Protecting group-directed annulations of tetra-substituted oxindole olefins and sulfur ylides: regio- and chemoselective synthesis of cyclopropane- and dihydrofuran-fused spirooxindoles.

Authors:  Jing-Wen Kang; Xiang Li; Fei-Yu Chen; Yuan Luo; Shu-Cang Zhang; Bin Kang; Cheng Peng; Xu Tian; Bo Han
Journal:  RSC Adv       Date:  2019-04-17       Impact factor: 4.036

2.  Non-decarbonylative photochemical versus thermal activation of Bu4N[Fe(CO)3(NO)] - the Fe-catalyzed Cloke-Wilson rearrangement of vinyl and arylcyclopropanes.

Authors:  Che-Hung Lin; Dominik Pursley; Johannes E M N Klein; Johannes Teske; Jennifer A Allen; Fabian Rami; Andreas Köhn; Bernd Plietker
Journal:  Chem Sci       Date:  2015-09-03       Impact factor: 9.825

3.  Manganese(III) acetate-mediated oxidative cyclization of a-methylstyrene and trans-stilbene with b-ketosulfones.

Authors:  Ahlem Bouhlel; Christophe Curti; Clémence Tabelé; Patrice Vanelle
Journal:  Molecules       Date:  2013-04-11       Impact factor: 4.411
  3 in total

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