Literature DB >> 31246476

Enantioselective Total Synthesis of Diocollettines A.

Yuichiro Kawamoto1, Toyoharu Kobayashi1, Hisanaka Ito1.   

Abstract

The first enantioselective total synthesis of diocollettines A was accomplished in only six steps from a known compound. A short and practical synthetic route was disclosed, featuring an intensive investigation of the stereoselective aldol reaction as a key step using an easily prepared aldehyde moiety and an enone derivative. The synthetic scheme also includes the efficient stereocontrolled construction of the tricyclic skeleton of diocollettines A by intramolecular acetal formation, stereoselective dihydroxylation, and intramolecular ether cyclization.

Entities:  

Year:  2019        PMID: 31246476     DOI: 10.1021/acs.orglett.9b01776

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


  1 in total

1.  Total Syntheses of (+)-Peniciketals A-B and (-)-Diocollettines A Exploiting a Photoisomerization/Cyclization Union Protocol.

Authors:  Yifan Deng; Yike Zou; Chia-Ping H Yang; K N Houk; Amos B Smith
Journal:  J Org Chem       Date:  2021-09-12       Impact factor: 4.198

  1 in total

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