TfOH-promoted transformation of TMS-ethers of diarylsubstituted CF3-allyl alcohols with arenes into CF3-indanes-Reference-Cited by-同舟云学术

TfOH-promoted transformation of TMS-ethers of diarylsubstituted CF3-allyl alcohols with arenes into CF3-indanes

Published:2019 Issue:18 Volume:6 Page:3264-3268
ISSN:2052-4129
Container-title:Organic Chemistry Frontiers
language:en
Short-container-title:Org. Chem. Front.

Author:

Zerov Aleksey V.¹²³⁴⁵,Bulova Anastasia A.¹²³⁴⁵,Khoroshilova Olesya V.⁶⁷⁸⁴⁵,Vasilyev Aleksander V.¹²³⁴⁵^ORCID

Affiliation:

1. Department of Organic Chemistry

2. Institute of Chemistry

3. Saint Petersburg State University

4. Saint Petersburg

5. Russia

6. Research Center for X-ray Diffraction Studies

7. Research Park

8. St. Petersburg State University

Abstract

Novel synthesis of 1,3-diaryl-1-trifluoromethyl indanes, having predominantly a trans-configuration of aryl groups, was developed on the basis of the reaction of TMS-ethers of 2,4-diaryl-1,1,1-trifluorobut-3-en-2-ols with arenes in superacid TfOH.

Funder

Russian Science Foundation

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2019/QO/C9QO00822E

Reference35 articles.

1. Arylation of Allyl Alcohols in Organic and Aqueous Media Catalyzed by Oxime-Derived Palladacycles: Synthesis of β-Arylated Carbonyl Compounds

2. Preparation of oxetanes by 4-endo trig electrophilic cyclisations of cinnamic alcohols

3. Synthesis of C–B–O five membered ring by hydroboration of allylalcohols in standard conditions

4. Palladium(II)-catalyzed dicarboxymethylation of chiral allylic alcohols: chirality transfer affording optically active diesters containing three contiguous chiral centers

5. Asymmetric Syntheses of Pharmaceuticals Containing a Cyclopropane Moiety Using Catalytic Asymmetric Simmons–Smith Reactions of Allylalcohols: Syntheses of Optically Active Tranylcypromine and Milnacipran

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