Literature DB >> 18646863

Stereoselective synthesis of 3-alkyl-2-aryltetrahydrofuran-4-ols: total synthesis of (+/-)-paulownin.

Steven R Angle1, Inchang Choi, Fook S Tham.   

Abstract

A formal [3 + 2]-cycloaddition involving the Lewis acid mediated reaction of alpha-silyloxy aldehydes and styrenes to afford 3-alkyl-2-aryltetrahydrofuran-4-ols has been developed. This methodology was applied to the total synthesis of the naturally occurring furofuran lignan (+/-)-paulownin.

Entities:  

Mesh:

Substances:

Year:  2008        PMID: 18646863     DOI: 10.1021/jo800901r

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


  4 in total

1.  Use of silver carbonate in the Wittig reaction.

Authors:  Lukas Jedinak; LaToya Rush; Mijoon Lee; Dusan Hesek; Jed F Fisher; Bill Boggess; Bruce C Noll; Shahriar Mobashery
Journal:  J Org Chem       Date:  2013-11-26       Impact factor: 4.354

2.  Asymmetric total synthesis of (-)-plicatic acid via a highly enantioselective and diastereoselective nucleophilic epoxidation of acyclic trisubstitued olefins.

Authors:  Bing-Feng Sun; Ran Hong; Yan-Biao Kang; Li Deng
Journal:  J Am Chem Soc       Date:  2009-08-05       Impact factor: 15.419

3.  A highly diastereoselective "super silyl" governed aldol reaction: synthesis of α,β-dioxyaldehydes and 1,2,3-triols.

Authors:  Wafa Gati; Hisashi Yamamoto
Journal:  Chem Sci       Date:  2015-10-06       Impact factor: 9.825

4.  Cathayanalactone G and other constituents from leaves and twigs of Callicarpa cathayana.

Authors:  Shuang Gong; Bin Cheng; Tiantian Sun; Xiaoli Li; Xinxin Liang; Yuan Wang; Xiaochang Dai; Weilie Xiao
Journal:  Chin Herb Med       Date:  2022-02-26
  4 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.