Journal
ORGANIC LETTERS
Volume 10, Issue 20, Pages 4701-4704Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol802075v
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Funding
- The Austrian Science Fund [L202-N19]
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The first total syntheses of the potential antitumoral leads neolaulimalide (2) and isolaulimalide (3) have been achieved. Key steps in our convergent, fully stereocontrolled route are a Yamaguchi macrolactonization, a Julia-Lythgoe-Kocienski olefination, a Kulinkovich reaction, and a cyclopropyl-allyl rearrangement to install the exo-methylene group. Overall, we synthesized 2 in 21 linear steps (3% yield) and 3 in 24 steps (2% yield).
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