Literature DB >> 17221994

Concise synthesis of rodgersinol and determination of the C-10 absolute configuration.

Seung-Yong Seo1, Jong-Wha Jung, Jae-Kyung Jung, Nam-Jung Kim, Young-Won Chin, Jinwoong Kim, Young-Ger Suh.   

Abstract

Rodgersinol was synthesized via seven linear steps in 31% overall yield, and the absolute configuration of the C-10 stereogenic center was elucidated. The key feature of the synthesis involves the efficient Cu(II)-mediated coupling of two aromatic moieties for the diaryl ether intermediate and the enantioselective construction of the hydroxypropyl substituent by a regio- and stereoselective methyl addition to the chiral aryloxiranes in an inversion manner.

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Year:  2007        PMID: 17221994     DOI: 10.1021/jo061980u

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  1 in total

1.  Mechanistic Studies of Pd(II)-Catalyzed E/Z Isomerization of Unactivated Alkenes: Evidence for a Monometallic Nucleopalladation Pathway.

Authors:  Rei Matsuura; Malkanthi K Karunananda; Mingyu Liu; Nhi Nguyen; Donna G Blackmond; Keary M Engle
Journal:  ACS Catal       Date:  2021-03-19       Impact factor: 13.084

  1 in total

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