Total synthesis of muconin by efficient assembly of chiral building blocks

SE Schaus, J Brånalt, EN Jacobsen

Index: Schaus, Scott E.; Branalt, Jonas; Jacobsen, Eric N. Journal of Organic Chemistry, 1998 , vol. 63, # 15 p. 4876 - 4877

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Citation Number: 111

Abstract

Muconin (1) is a novel tetrahydropyran-bearing acetogenin isolated from Rollinia mucosa that has exhibited potent and selective in vitro cytotoxicities against pancreatic and breast tumor cell lines. 1 We considered the possibility of preparing 1 by the convergent assembly of readily accessible chiral units (Scheme 1). We describe herein the total synthesis of muconinsthe first of any THP-bearing Annonaceous acetogenin2sby taking advantage of ...

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