Literature DB >> 31545036

Asymmetric Total Synthesis of (-)-Vinigrol.

Long Min1, Xiaohong Lin1, Chuang-Chuang Li1.   

Abstract

A new strategy was developed for the asymmetric total synthesis of (-)-vinigrol. The strategy involved a linear sequence of 15 steps from 3-methyl-butanal (14 steps from chloro-dihydrocarvone) and did not need protecting groups. The synthetically challenging 1,5-butanodecahydronaphthalene core was constructed efficiently via a type II intramolecular [5+2] cycloaddition, followed by a unique ring-contraction cascade.

Entities:  

Year:  2019        PMID： 31545036     DOI： 10.1021/jacs.9b08983

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN： 0002-7863            Impact factor:   15.419


  3 in total

1.  Generation of formaldehyde and formaldehyde-d2 for hydroxymethylations and hydroxydeuteromethylations of difluoroenolates and difluorobenzyl carbanions.

Authors:  Hari R Khatri; Changho Han; Reem A Alkhodier; Amna T Adam; Baharul Islam; David A Colby
Journal:  Chem Commun (Camb)       Date:  2022-05-03       Impact factor: 6.065

2.  Synthesis of aryl-substituted 2-methoxyphenol derivatives from maltol-derived oxidopyrylium cycloadducts through an acid-mediated ring contraction cascade.

Authors:  Lauren P Bejcek; Ryan P Murelli
Journal:  Chem Commun (Camb)       Date:  2020-02-18       Impact factor: 6.222

Review 3.  Total syntheses of strained polycyclic terpenes.

Authors:  Gleb A Chesnokov; Karl Gademann
Journal:  Chem Commun (Camb)       Date:  2022-04-19       Impact factor: 6.065
  3 in total

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