Journal
ORGANIC LETTERS
Volume 8, Issue 18, Pages 4105-4108Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol061619u
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Funding
- NCI NIH HHS [CA 31841] Funding Source: Medline
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An efficient synthesis of the macrocyclic core of laulimalide with a pendant vinyl group at C20 is described, allowing for late-stage introduction of various side chains through a selective and efficient cross metathesis diversification step. Representative analogues reported herein are the first to contain modifications to only the side chain dihydropyran of laulimalide and des-epoxy laulimalide. This step-economical strategy enables the rapid synthesis of new analogues using alkenes as an inexpensive, abundantly available diversification feedstock.
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