Journal of Organic Chemistry p. 8400 - 8405 (1997)
Update date:2022-07-29
Topics: Characterization Total synthesis Reaction mixture Purification Tricolorin A
Lu, Shou-Fu
O'Yang, QinQin
Guo, Zhong-Wu
Yu, Biao
Hui, Yong-Zheng
Tricolorin A (1), a structurally amazing resin glycoside with promising bioactivities from Ipomoea tricolor cav. (convolvulaceae), was synthesized in a total of 45 steps, with the longest linear sequence of 20 steps and overall yield of 0.65% from D-mannitol. The AB disscharide 19-membered lactone 2 was constructured by a regioselective macrolactonization using Corey-Nicolaou protocol. The macrolactone tetrasaccharide 33 was realized either by 'one- pot two-step' glycosylation procedure or by a stepwise assembly employing the 'armed-disarmed' glycosylation strategy.
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