Logo - springer
Slogan - springer

Chemistry - Organic Chemistry | Development of Novel Hydrogen-Bond Donor Catalysts

Development of Novel Hydrogen-Bond Donor Catalysts

Series: Springer Theses

Inokuma, Tsubasa

2013, XIV, 107 p. 76 illus., 7 illus. in color.

Available Formats:
eBook
Information

Springer eBooks may be purchased by end-customers only and are sold without copy protection (DRM free). Instead, all eBooks include personalized watermarks. This means you can read the Springer eBooks across numerous devices such as Laptops, eReaders, and tablets.

You can pay for Springer eBooks with Visa, Mastercard, American Express or Paypal.

After the purchase you can directly download the eBook file or read it online in our Springer eBook Reader. Furthermore your eBook will be stored in your MySpringer account. So you can always re-download your eBooks.

 
$99.00

(net) price for USA

ISBN 978-4-431-54231-5

digitally watermarked, no DRM

Included Format: PDF and EPUB

download immediately after purchase


learn more about Springer eBooks

add to marked items

Hardcover
Information

Hardcover version

You can pay for Springer Books with Visa, Mastercard, American Express or Paypal.

Standard shipping is free of charge for individual customers.

 
$129.00

(net) price for USA

ISBN 978-4-431-54230-8

free shipping for individuals worldwide

usually dispatched within 3 to 5 business days


add to marked items

  • Nominated as an outstanding Ph.D thesis by Kyoto University
  • Includes many references and ample experimental procedures
  • Written in a manner that can be easily understood also by researchers in fields of chemistry other than synthetic chemistry

This work describes novel, effective hydrogen-bond (HB) donor catalysts based on a known bifunctional tertiary amine-thiourea, a privileged structure, which has been proven to be one of the most widely used organocatalysts. These HB donor catalysts derived from quinazoline and benzothiadiazine were initially synthesized as novel HB donors with their HB-donating abilities being measured by analytical methods. They were found to be effective for a variety of asymmetric transformations including Michael reactions of a, b-unsaturated imides and hydrazination reactions of 1,3-dicarbonyl compounds. Thiourea catalysts that have an additional functional group are also described. Specifically, thioureas that bear a hydroxyl group were synthesized and subsequently used as novel bifunctional organocatalysts for catalytic, asymmetric Petasis-type reactions involving organoboronic acids as nucleophiles. These addition reactions were difficult to achieve using existing organocatalysts. One of the developed catalytic methods can be applied to the synthesis of biologically interesting peptide-derived compounds possessing unnatural vinyl glycine moieties. These findings introduce new criteria required for the development of organocatalysts for asymmetric reactions, thus making a significant contribution to the field of organocatalysis.

Content Level » Research

Keywords » Asymmetric Organocatalyst - Bifunctional Thiourea - HB Donor Catalysts - Hydrazination - Hydrogen Bond - Michael Reaction - Organoboronic Acid - Petasis Reaction

Related subjects » Catalysis - Chemistry - Organic Chemistry

Table of contents / Sample pages 

Popular Content within this publication 

 

Articles

Read this Book on Springerlink

Services for this book

New Book Alert

Get alerted on new Springer publications in the subject area of Organic Chemistry.