Literature DB >> 12583762

Asymmetric total synthesis of the proposed structure of the medicinal alkaloid jamtine using the chiral base approach.

Nigel S Simpkins1, Christopher D Gill.   

Abstract

[reaction: see text] A highly step-economic asymmetric synthesis of the tetracyclic structure assigned to the medicinal alkaloid jamtine has been accomplished using a chiral lithium amide base desymmetrization of a ring-fused imide. The structure synthesized appears to be different from that of the natural product originally reported.

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Year:  2003        PMID: 12583762     DOI: 10.1021/ol027447s

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


  3 in total

1.  Molecular complexity via C-H activation: a dehydrogenative Diels-Alder reaction.

Authors:  Erik M Stang; M Christina White
Journal:  J Am Chem Soc       Date:  2011-09-01       Impact factor: 15.419

2.  Synthesis of the tetracyclic core of exiguaquinol.

Authors:  Gregg M Schwarzwalder; Sarah E Steinhardt; Hung V Pham; K N Houk; Christopher D Vanderwal
Journal:  Org Lett       Date:  2013-11-12       Impact factor: 6.005

3.  A Synthesis of Exiguaquinol Dessulfate.

Authors:  Gregg M Schwarzwalder; David R Scott; Christopher D Vanderwal
Journal:  Chemistry       Date:  2016-10-26       Impact factor: 5.236

  3 in total

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