Please use this identifier to cite or link to this item: https://hdl.handle.net/10356/47501
Title: Part I Cascade reaction : Mukaiyama-Aldol-Prins (MAP) and Mukaiyama-Aldol-Ene (MAE) Part II Synthetic studies towards the total synthesis of cytochalasans
Authors: Li, Hao
Keywords: DRNTU::Science::Chemistry
Issue Date: 2010
Source: Li, H. (2010). Part I Cascade reaction : Mukaiyama-Aldol-Prins (MAP) and Mukaiyama-Aldol-Ene (MAE) Part II Synthetic studies towards the total synthesis of cytochalasans. Doctoral thesis, Nanyang Technological University, Singapore.
Abstract: Mukaiyama-Aldol and Prins reactions have been testified as highly efficient methods in C-C bond formation since they were discovered several decades ago. Since both reactions gave the same common intermediate, called oxocarbonium II, we intend to combine the two reactions into a domino process, which means the formation of multiple C-C bonds and stereogenic centers in one pot without isolation of any intermediates. We envisage that the domino reactions involving the Mukaiyama-Aldol reaction of silyl enol ether III and acetal I treated with Lewis acid (e.g. TiBr4) will produce an oxonium intermediate IV which upon trapping by an alkene functionality in an intramolecular Prins cyclization fashion will generate the cyclopentyl ring system VI (path a).
Description: 211 p.
URI: https://hdl.handle.net/10356/47501
DOI: 10.32657/10356/47501
Rights: Nanyang Technological University
Fulltext Permission: open
Fulltext Availability: With Fulltext
Appears in Collections:SPMS Theses

Files in This Item:
File Description SizeFormat 
SPMS_THESES_11.pdf21.19 MBAdobe PDFThumbnail
View/Open

Google ScholarTM

Check

Altmetric


Plumx

Items in DR-NTU are protected by copyright, with all rights reserved, unless otherwise indicated.