Synthetic studies towards the formal synthesis of (+)-Neopeltolide
82 p.
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2011
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sg-ntu-dr.10356-475152023-02-28T23:35:43Z Synthetic studies towards the formal synthesis of (+)-Neopeltolide Ho, Iek Va Loh Teck Peng School of Physical and Mathematical Sciences DRNTU::Science::Chemistry::Organic chemistry 82 p. A formal synthesis of (+)-Neopeltolide macrolactone system has been performed in a total of 14 steps with an overall yield of 6.3 %. The key steps include: 1. catalytic enantioselective copper-catalyzed 1, 4-conjugate addition of a methyl Grignard reagent to an a,(3-unsaturated ester in 95% d.e. and 35% yield ; 2. Indium-mediated Prins cyclization reaction between an aldehyde and a homoallylic alcohol to install the 2,4,6-trisubstituted tetrahydropyran moiety in 56% yield ; 3. A novel functional group conversion from an aliphatic dihalo to a ketone in 50% yield . Master of Science 2011-12-27T08:32:02Z 2011-12-27T08:32:02Z 2010 2010 Thesis http://hdl.handle.net/10356/47515 Nanyang Technological University application/pdf |
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Nanyang Technological University |
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DRNTU::Science::Chemistry::Organic chemistry |
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DRNTU::Science::Chemistry::Organic chemistry Ho, Iek Va Synthetic studies towards the formal synthesis of (+)-Neopeltolide |
| description |
82 p. |
| author2 |
Loh Teck Peng |
| author_facet |
Loh Teck Peng Ho, Iek Va |
| format |
Theses and Dissertations |
| author |
Ho, Iek Va |
| author_sort |
Ho, Iek Va |
| title |
Synthetic studies towards the formal synthesis of (+)-Neopeltolide |
| title_short |
Synthetic studies towards the formal synthesis of (+)-Neopeltolide |
| title_full |
Synthetic studies towards the formal synthesis of (+)-Neopeltolide |
| title_fullStr |
Synthetic studies towards the formal synthesis of (+)-Neopeltolide |
| title_full_unstemmed |
Synthetic studies towards the formal synthesis of (+)-Neopeltolide |
| title_sort |
synthetic studies towards the formal synthesis of (+)-neopeltolide |
| publishDate |
2011 |
| url |
http://hdl.handle.net/10356/47515 |
| _version_ |
1759853792598163456 |