Journal
ORGANIC LETTERS
Volume 10, Issue 20, Pages 4645-4648Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol801940r
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Funding
- Texas AM University
- The Welch Foundation
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An efficient synthesis of the C1-C12 fragment of iriomoteolide 1a has been accomplished via sequential application of two catalytic, asymmetric, vinylogous aldol reactions: a catalytic vinylogous aldol reaction was used to enantioselectively introduce the C5-C8 segment, and a second catalytic vinylogous aldol reaction was used to install the remaining two stereocenters and a stereodefined alkene in the form of an alpha,beta-unsaturated delta-lactone in one step.
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