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Issue 13, 2017
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The remarkable journey of catalysts from stoichiometric to catalytic quantity for allyltrimethylsilane inspired allylation of acetals, ketals, aldehydes and ketones

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Abstract

The Hosomi–Sakurai reaction has received enormous attention since its inception and will continue to do so, owing to its atom-economical carbon–carbon bond forming ability. The remarkable feature of this reaction is the use of simple achiral starting materials which leads to the product having a chiral carbon centre with two active functionalities which serve as the guiding stone towards easy synthesis of natural products/bioactive heterocyclic scaffolds/drug candidates. The journey which started with the use of stoichiometric amounts of catalyst has now reached catalytic quantity and that too with economical and ecological aspects. In this review we have emphasized on this journey with regard to Lewis acids, metal triflates, Brønsted acids, heterogeneous catalysts and easily available inexpensive catalysts such as iodine. Our objective is to brief the readers with in-depth knowledge on the development and recent trends in the use of novel catalysts so as to provoke research in this fascinating and enormously useful area which will lead to the development of environmentally benign and economically viable protocols to a greater extent.

Graphical abstract: The remarkable journey of catalysts from stoichiometric to catalytic quantity for allyltrimethylsilane inspired allylation of acetals, ketals, aldehydes and ketones

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Article information


Submitted
06 Dec 2016
Accepted
11 Jan 2017
First published
23 Jan 2017

This article is Open Access

RSC Adv., 2017,7, 8011-8033
Article type
Review Article

The remarkable journey of catalysts from stoichiometric to catalytic quantity for allyltrimethylsilane inspired allylation of acetals, ketals, aldehydes and ketones

J. J. Lade, S. D. Pardeshi, K. S. Vadagaonkar, K. Murugan and A. C. Chaskar, RSC Adv., 2017, 7, 8011
DOI: 10.1039/C6RA27813B

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