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Updated: Jan 24, 2026

Syntheses, Crystallization, and Spectroscopic Characterization of 3,5-Lutidine N-Oxide Dehydrate
Published on: April 24, 2018
Total Syntheses of (+)-Aquatolide and Related Humulanolides
Ken-Ichi Takao1, Hirotaka Kai1, Ai Yamada1
1Department of Applied Chemistry, Keio University, Hiyoshi, Kohoku-ku, Yokohama, 223-8522, Japan.
Abstract:
The short, efficient total synthesis of (+)-aquatolide was achieved by a biomimetic transannular [2+2] photocycloaddition, and provides the first example of constructing a 5/5/4/8-ring system from asteriscunolides. Furthermore, the reaction leading to a 5/4/4/7-ring system, the originally proposed structure of aquatolide, was also developed. This strategy achieved syntheses of five more humulanolides, (-)-asteriscunolides A, C, D, and I, and (+)-tetradehydroasteriscanolide.
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