科研之友
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摘要
Dodecyl 2,3-isopropylidene-alpha-L-rhamnoside (1) is a key building block in the synthesis of bioactive natural oligorhamnosides, cleistetrosides 1-8, and cleistriosides 1-6. Currently, all of the methods for preparing 1 have drawbacks, including the use of highly moisture-sensitive Lewis acids or expensive transition-metal catalysts and the need for multiple protection/deprotection steps. In order to address these practical difficulties, herein we describe an efficient synthesis of C8-16 alkyl 2,3-isopropylidene-alpha-L-rhamnosides 1-9 via Fischer type of glycosylation reaction between unprotected, unactivated L-rhamnose and C8-16 fatty alcohols in the presence of TfOH-SiO2.
- 出版日期2014-11-22
- 单位中国海洋大学
