Stereoselective Total Synthesis of Arundinolides A and B

Abstract The efficient and enantioselective syntheses of arundinolides A and B have been accomplished for the first time from chiral pool methyl-2,3- O -isopropylidene-β- d -ribofuranoside and d -ethyl lactate. The key features of the total synthesis are intramolecular crotonyl migration and NaBH 4...

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Bibliographic Details
Published in:Synthesis (Stuttgart) 2020-05, Vol.52 (10), p.1576-1584
Main Authors: Chang, Caizhu, Geng, Jialin, Liu, Yinxin, Du, Yuguo, Liu, Jun, Dong, Zhi-Bing
Format: Article
Language:English
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Summary:Abstract The efficient and enantioselective syntheses of arundinolides A and B have been accomplished for the first time from chiral pool methyl-2,3- O -isopropylidene-β- d -ribofuranoside and d -ethyl lactate. The key features of the total synthesis are intramolecular crotonyl migration and NaBH 4 -CuCl catalyzed regioselective reduction and cross-metathesis reaction.
ISSN:0039-7881
1437-210X
DOI:10.1055/s-0039-1691699