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Synthesis 2017; 49(01): 69-75
DOI: 10.1055/s-0036-1588068
DOI: 10.1055/s-0036-1588068
paper
Catalytic Asymmetric Synthesis of the C1–C15 Segment of Spirastrellolide A
Authors
Weitere Informationen
Publikationsverlauf
Publikationsdatum:
23. September 2016 (online)
Dedicated to Prof. Dieter Enders on the occasion of his 70th birthday
Abstract
Catalytic asymmetric synthesis of the C1–C15 fragment of spirastrellolide A, a naturally occurring PP2A inhibitor, was achieved. To construct the 1,3-polyol system in a stereodefined manner, we took advantage of an iterative aldol strategy comprising the catalytic asymmetric thioamide-aldol reaction, and a diastereoselective crotylation process. A potential segment for the total synthesis of spirastrellolide A was thus accessed through a 14-step procedure.
Key words
spirastrellolide A - catalytic asymmetric synthesis - catalytic enantioselective thioamide-aldol reaction - natural product synthesis - PP2A inhibitorSupporting Information
- Supporting information for this article is available online at http://dx.doi.org/10.1055/s-0036-1588068.
- Supporting Information (PDF)
-
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