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Large-Scale Synthesis of the Anti-Cancer Marine Natural Product (+)-Discodermolide. Part 2:  Synthesis of Fragments C<INF>1</INF><INF>-</INF><INF>6</INF> and C<INF>9-14</INF>

Authors :
Mickel, S. J.
Sedelmeier, G. H.
Niederer, D.
Schuerch, F.
Grimler, D.
Koch, G.
Daeffler, R.
Osmani, A.
Hirni, A.
Schaer, K.
Gamboni, R.
Bach, A.
Chaudhary, A.
Chen, S.
Chen, W.
Hu, B.
Jagoe, C. T.
Kim, H.-Y.
Kinder, F. R., Jr.
Liu, Y.
Lu, Y.
McKenna, J.
Prashad, M.
Ramsey, T. M.
Repic, O.
Rogers, L.
Shieh, W.-C.
Wang, R.-M.
Waykole, L.
Source :
Organic Process Research & Development; January 2004, Vol. 8 Issue: 1 p101-106, 6p
Publication Year :
2004

Abstract

Kilogram-scale syntheses of fragments C&lt;INF&gt;1&lt;/INF&gt;&lt;INF&gt;-&lt;/INF&gt;&lt;INF&gt;6&lt;/INF&gt; (&lt;BO&gt;6&lt;/BO&gt;) and C&lt;INF&gt;9&lt;/INF&gt;&lt;INF&gt;-&lt;/INF&gt;&lt;INF&gt;14&lt;/INF&gt; (&lt;BO&gt;4&lt;/BO&gt;) of (+)-discodermolide from common precursor &lt;BO&gt;3&lt;/BO&gt; are described. Improved procedures for each step of both fragments were developed by minimizing or eliminating the formation of byproducts that were isolated and characterized in Smith&#39;s synthesis.

Details

Language :
English
ISSN :
10836160 and 1520586X
Volume :
8
Issue :
1
Database :
Supplemental Index
Journal :
Organic Process Research & Development
Publication Type :
Periodical
Accession number :
ejs5599924