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  4. Hafnium Trifluoromethanesulfonate (Hafnium Triflate) as a Highly Efficient Catalyst for Chemoselective Thioacetalization and Transthioacetalization of Carbonyl Compounds
 
research article

Hafnium Trifluoromethanesulfonate (Hafnium Triflate) as a Highly Efficient Catalyst for Chemoselective Thioacetalization and Transthioacetalization of Carbonyl Compounds

Wu, Yan-Chao
•
Zhu, Jieping  
2008
The Journal of Organic Chemistry

A range of carbonyl compds. including aliph. and arom. aldehydes and ketones were converted to the corresponding thioacetals in high yields in the presence of a catalytic amt. of hafnium trifluoromethanesulfonate (0.1 mol%, room temp.). The mild conditions tolerated various sensitive functional and protecting groups and were racemization-free when applied to alpha -aminoaldehydes. Transacetalization and chemoselective thioacetalization of arom. aldehydes in the presence of aliph. aldehydes and ketones were also documented. [on SciFinder (R)]

  • Details
  • Metrics
Type
research article
DOI
10.1021/jo8021988
Author(s)
Wu, Yan-Chao
Zhu, Jieping  
Date Issued

2008

Published in
The Journal of Organic Chemistry
Volume

73

Issue

23

Start page

9522

End page

9524

Subjects

Carbonyl compounds Role: PRP (Properties)

•

RCT (Reactant)

•

SPN (Synthetic preparation)

•

PREP (Preparation)

•

RACT (Reactant or reagent) (hafnium trifluoromethanesulfonate hafnium triflate as a highly efficient catalyst for chemoselective thioacetalization and transthioacetalization of carbonyl compds.); Acetalization (thioacetalization; hafnium trifluoromethanesulfonate hafnium triflate as a highly efficient catalyst for chemoselective thioacetalization and transthioacetalization of carbonyl compds.)

•

hafnium trifluoromethanesulfonate catalyst chemoselective thioacetalization transthioacetalization carbonyl compd

Note

CAN 149:513411

22-4

Physical Organic Chemistry

Institut de Chimie des Substances Naturelles,CNRS,Gif-sur-Yvette,Fr.

Journal

written in English.

7334-55-6P Role: PRP (Properties), SPN (Synthetic preparation), PREP (Preparation) (hafnium trifluoromethanesulfonate as catalyst for chemoselective thioacetalization and transthioacetalization of carbonyl compds.); 161337-67-3 (Hafnium trifluoromethanesulfonate) Role: CAT (Catalyst use), USES (Uses) (hafnium trifluoromethanesulfonate hafnium triflate as a highly efficient catalyst for chemoselective thioacetalization and transthioacetalization of carbonyl compds.); 1073536-45-4P; 1073536-46-5P Role: PRP (Properties), RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (hafnium trifluoromethanesulfonate hafnium triflate as a highly efficient catalyst for chemoselective thioacetalization and transthioacetalization of carbonyl compds.); 5425-44-5P; 5616-55-7P; 6302-92-7P; 7334-52-3P; 7695-69-4P; 22914-06-3P; 23837-15-2P; 60340-45-6P; 66605-57-0P; 69895-02-9P; 108164-52-9P; 114478-85-2P; 114478-87-4P; 134836-75-2P; 141620-70-4P; 352652-96-1P; 496045-97-7P; 609368-30-1P; 854022-23-4P; 1073536-40-9P; 1073536-41-0P; 1073536-42-1P; 1073536-43-2P; 1073536-47-6P; 1073536-48-7P Role: PRP (Properties), SPN (Synthetic preparation), PREP (Preparation) (hafnium trifluoromethanesulfonate hafnium triflate as a highly efficient catalyst for chemoselective thioacetalization and transthioacetalization of carbonyl compds.); 66-99-9 (2-Naphthalenecarboxaldehyde); 75-08-1 (Mercaptoethane); 98-86-2; 100-10-7; 100-52-7 (Benzaldehyde); 101-48-4 (2,2-Dimethoxyethylbenzene); 104-88-1; 105-07-7; 108-98-5 (Mercaptobenzene); 109-80-8 (1,3-Dimercaptopropane); 122-78-1 (Benzeneacetaldehyde); 123-08-0; 123-11-5; 540-63-6 (1,2-Dimercaptoethane); 555-16-8; 613-45-6; 830-79-5; 1122-91-4; 1125-88-8 (Dimethoxymethylbenzene); 2103-57-3; 2550-26-7; 3132-99-8; 6630-33-7; 60656-87-3; 69404-94-0; 72155-45-4; 854022-39-2; 1073536-50-1 Role: RCT (Reactant), RACT (Reactant or reagent) (hafnium trifluoromethanesulfonate hafnium triflate as a highly efficient catalyst for chemoselective thioacetalization and transthioacetalization of carbonyl compds.)

Editorial or Peer reviewed

REVIEWED

Written at

OTHER

EPFL units
LSPN  
Available on Infoscience
November 25, 2010
Use this identifier to reference this record
https://infoscience.epfl.ch/handle/20.500.14299/58411
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