Literature DB >> 31763859

Progress toward the Enantioselective Synthesis of Curcusones A-D via a Divinylcyclopropane Rearrangement Strategy.

Austin C Wright1, Chung Whan Lee1, Brian M Stoltz1.   

Abstract

We report our iterative efforts toward the divergent total syntheses of curcusones A-D via Suzuki coupling, intramolecular cyclopropanation, and a key divinylcyclopropane rearrangement. Progress of our synthesis was repeatedly challenged by the highly substrate-dependent cyclopropanation step, which we could ultimately overcome by judicious choice of substituents on the six-membered ring fragment.

Entities:  

Year:  2019        PMID: 31763859     DOI: 10.1021/acs.orglett.9b03829

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


  2 in total

1.  Total Synthesis and Target Identification of the Curcusone Diterpenes.

Authors:  Chengsen Cui; Brendan G Dwyer; Chang Liu; Daniel Abegg; Zhong-Jian Cai; Dominic G Hoch; Xianglin Yin; Nan Qiu; Jie-Qing Liu; Alexander Adibekian; Mingji Dai
Journal:  J Am Chem Soc       Date:  2021-03-11       Impact factor: 15.419

2.  Highly efficient construction of an oxa-[3.2.1]octane-embedded 5-7-6 tricyclic carbon skeleton and ring-opening of the bridged ring via C-O bond cleavage.

Authors:  Yi Cui; Jiayuan Lv; Tianhang Song; Jun Ren; Zhongwen Wang
Journal:  RSC Adv       Date:  2022-03-25       Impact factor: 3.361

  2 in total

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