Please use this identifier to cite or link to this item: https://scholarbank.nus.edu.sg/handle/10635/156924
Title: DEVELOPMENT OF AN ASYMMETRIC PHOSPHINE-CATALYZED UMPOLUNG-ADDITION REACTION AND ITS APPLICATION TO THE SYNTHESIS OF HPI ALKALOIDS
Authors: YILDIZ TASDAN
ORCID iD:   orcid.org/0000-0002-6507-7223
Keywords: amino acid-derived phosphines, umpolung g-additions, quaternary stereocenters, indole alkaloids, enantioselective synthesis, asymmetric catalysis
Issue Date: 26-Jun-2019
Citation: YILDIZ TASDAN (2019-06-26). DEVELOPMENT OF AN ASYMMETRIC PHOSPHINE-CATALYZED UMPOLUNG-ADDITION REACTION AND ITS APPLICATION TO THE SYNTHESIS OF HPI ALKALOIDS. ScholarBank@NUS Repository.
Abstract: The field of phosphine organocatalysis developed rapidly over the last two decades and chiral phosphine organocatalysts have been utilized in a variety of enantioselective transformations. Among all, umpolung gamma-addition reaction is considered to be one of the most conventional reaction modes. This thesis describes the development of a new umpolung gamma-addition reaction mediated by an amino-acid derived bifunctional phosphine organocatalyst. Briefly, this established approach afforded a variety of chiral mixed 3,3′-bisindoles containing an all-carbon quaternary stereogenic center in high yields and with excellent enantioselectivities. Furthermore, the path which led to the formal total synthesis of (+)-chimonanthine, (+)-folicanthine and (-)-calycanthine as well as studies towards the total synthesis of gliocladin C were discussed in detail.
URI: https://scholarbank.nus.edu.sg/handle/10635/156924
Appears in Collections:Master's Theses (Open)

Show full item record
Files in This Item:
File Description SizeFormatAccess SettingsVersion 
TasdanY.pdf9.01 MBAdobe PDF

OPEN

NoneView/Download

Page view(s)

70
checked on May 29, 2020

Download(s)

6
checked on May 29, 2020

Google ScholarTM

Check


Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.