Synthetic studies towards the formal synthesis of (+)-Neopeltolide
82 p.
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| Other Authors: | |
| Format: | Thesis |
| Published: |
2011
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| Online Access: | http://hdl.handle.net/10356/47515 |
| _version_ | 1811679915240587264 |
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| author | Ho, Iek Va |
| author2 | Loh Teck Peng |
| author_facet | Loh Teck Peng Ho, Iek Va |
| author_sort | Ho, Iek Va |
| collection | NTU |
| description | 82 p. |
| first_indexed | 2024-10-01T03:16:44Z |
| format | Thesis |
| id | ntu-10356/47515 |
| institution | Nanyang Technological University |
| last_indexed | 2024-10-01T03:16:44Z |
| publishDate | 2011 |
| record_format | dspace |
| spelling | ntu-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 |
| spellingShingle | DRNTU::Science::Chemistry::Organic chemistry Ho, Iek Va Synthetic studies towards the formal synthesis of (+)-Neopeltolide |
| title | 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_short | Synthetic studies towards the formal synthesis of (+)-Neopeltolide |
| title_sort | synthetic studies towards the formal synthesis of neopeltolide |
| topic | DRNTU::Science::Chemistry::Organic chemistry |
| url | http://hdl.handle.net/10356/47515 |
| work_keys_str_mv | AT hoiekva syntheticstudiestowardstheformalsynthesisofneopeltolide |