Literature DB >> 18489103

Total synthesis of cis-sylvaticin.

Lynda J Brown1, Ian B Spurr, Stephen C Kemp, Nicholas P Camp, Karl R Gibson, Richard C D Brown.   

Abstract

An asymmetric total synthesis of (+)-cis-sylvaticin is described. Key steps include the use of permanganate-mediated oxidative cyclization of 1,5-dienes to synthesize the two major fragments 2 and 3 and a catalytically efficient tethered RCM to unite these THF-containing fragments. In addition, t-BuP 4 base was found to reliably promote rapid alkylation of the butenolide precursor fragment 4.

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Year:  2008        PMID: 18489103     DOI: 10.1021/ol800767e

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


  3 in total

1.  1-(3-Phenyl-isoxazol-5-yl)cyclo-hexane-1,2-diol.

Authors:  Luis Astudillo; Iván Brito; Gabriel Vallejos; Margarita Gutíerrez; Matías López-Rodríguez
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2009-06-06

Review 2.  The direct oxidative diene cyclization and related reactions in natural product synthesis.

Authors:  Juliane Adrian; Leona J Gross; Christian B W Stark
Journal:  Beilstein J Org Chem       Date:  2016-09-30       Impact factor: 2.883

3.  Total synthesis of annonaceous acetogenins belonging to the non-adjacent bis-THF and non-adjacent THF-THP sub-classes.

Authors:  Ian B Spurr; Richard C D Brown
Journal:  Molecules       Date:  2010-01-21       Impact factor: 4.411

  3 in total

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