Part I Cascade reaction : Mukaiyama-Aldol-Prins (MAP) and Mukaiyama-Aldol-Ene (MAE) Part II Synthetic studies towards the total synthesis of cytochalasans

211 p.

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Main Author:	Li, Hao
Other Authors:	Loh Teck Peng
Format:	Theses and Dissertations
Published:	2011
Subjects:	DRNTU::Science::Chemistry
Online Access:	https://hdl.handle.net/10356/47501
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Institution:	Nanyang Technological University

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spelling	sg-ntu-dr.10356-475012023-02-28T23:32:29Z Part I Cascade reaction : Mukaiyama-Aldol-Prins (MAP) and Mukaiyama-Aldol-Ene (MAE) Part II Synthetic studies towards the total synthesis of cytochalasans Li, Hao Loh Teck Peng School of Physical and Mathematical Sciences DRNTU::Science::Chemistry 211 p. 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). DOCTOR OF PHILOSOPHY (SPMS) 2011-12-27T08:30:38Z 2011-12-27T08:30:38Z 2010 2010 Thesis 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. https://hdl.handle.net/10356/47501 10.32657/10356/47501 Nanyang Technological University application/pdf
institution	Nanyang Technological University
building	NTU Library
continent	Asia
country	Singapore Singapore
content_provider	NTU Library
collection	DR-NTU
topic	DRNTU::Science::Chemistry
spellingShingle	DRNTU::Science::Chemistry Li, Hao Part I Cascade reaction : Mukaiyama-Aldol-Prins (MAP) and Mukaiyama-Aldol-Ene (MAE) Part II Synthetic studies towards the total synthesis of cytochalasans
description	211 p.
author2	Loh Teck Peng
author_facet	Loh Teck Peng Li, Hao
format	Theses and Dissertations
author	Li, Hao
author_sort	Li, Hao
title	Part I Cascade reaction : Mukaiyama-Aldol-Prins (MAP) and Mukaiyama-Aldol-Ene (MAE) Part II Synthetic studies towards the total synthesis of cytochalasans
title_short	Part I Cascade reaction : Mukaiyama-Aldol-Prins (MAP) and Mukaiyama-Aldol-Ene (MAE) Part II Synthetic studies towards the total synthesis of cytochalasans
title_full	Part I Cascade reaction : Mukaiyama-Aldol-Prins (MAP) and Mukaiyama-Aldol-Ene (MAE) Part II Synthetic studies towards the total synthesis of cytochalasans
title_fullStr	Part I Cascade reaction : Mukaiyama-Aldol-Prins (MAP) and Mukaiyama-Aldol-Ene (MAE) Part II Synthetic studies towards the total synthesis of cytochalasans
title_full_unstemmed	Part I Cascade reaction : Mukaiyama-Aldol-Prins (MAP) and Mukaiyama-Aldol-Ene (MAE) Part II Synthetic studies towards the total synthesis of cytochalasans
title_sort	part i cascade reaction : mukaiyama-aldol-prins (map) and mukaiyama-aldol-ene (mae) part ii synthetic studies towards the total synthesis of cytochalasans
publishDate	2011
url	https://hdl.handle.net/10356/47501
_version_	1759853087537758208

Part I Cascade reaction : Mukaiyama-Aldol-Prins (MAP) and Mukaiyama-Aldol-Ene (MAE) Part II Synthetic studies towards the total synthesis of cytochalasans

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