Literature DB >> 10841492

A novel route to preussomerins via 2-arylacetal anions.

J P Ragot1, M E Prime, S J Archibald, R J Taylor.   

Abstract

[reaction--see text] Dimerization of salicylaldehydes provided 6H,12H-6,12-epoxydibenzo[b, f][1,5]dioxocins in multigram quantities. Deprotonation-allylation of the benzylic acetals followed by further functionalization of the diallyl derivative and double Friedel-Crafts cyclization gave a novel preussomerin analogue which possessed the full carbon skeleton of the natural products.

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Year:  2000        PMID: 10841492     DOI: 10.1021/ol005881t

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


  3 in total

1.  Total synthesis, structure revision and cytotoxic activity of Sch 53825 and its derivatives.

Authors:  Leichuan Xu; Haoyun Ma; Xinkun An; Yihao Li; Qian Zhang; Xinlei Liu; Mingan Wang
Journal:  RSC Adv       Date:  2022-06-14       Impact factor: 4.036

2.  Stereoconvergent [1,2]- and [1,4]-Wittig rearrangements of 2-silyl-6-aryl-5,6-dihydropyrans: a tale of steric vs electronic regiocontrol of divergent pathways.

Authors:  Luis M Mori-Quiroz; Robert E Maleczka
Journal:  J Org Chem       Date:  2015-01-16       Impact factor: 4.354

3.  Sulphated zirconia as an eco-friendly catalyst in acylal preparation under solvent-free conditions, acylal deprotection assisted by microwaves, and the synthesis of anhydro-dimers of o-hydroxybenzaldehydes.

Authors:  Laura Nadxieli Palacios-Grijalva; Deysi Y Cruz-González; Leticia Lomas-Romero; Eduardo González-Zamora; Gerardo Ulibarri; Guillermo E Negrón-Silva
Journal:  Molecules       Date:  2009-10-12       Impact factor: 4.411

  3 in total

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