First asymmetric total synthesis of (+)-curcutetraol |
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Authors: | Chenxia Zhang |
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Institution: | Department of Advanced Materials Chemistry, Graduate School of Engineering, Yokohama National University, Tokiwadai 79-5, Hodogaya-ku, Yokohama 240-8501, Japan |
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Abstract: | The first asymmetric total synthesis of (+)-curcutetraol, a marine phenolic bisabolane-type sesquiterpene, was achieved in eight steps in ca. 50% overall yield. The chiral tertiary benzylic alcohol moiety in the o-position of a phenol was constructed in high optical yield (99% ee) by an asymmetric synthesis using a chiral aminal, (2R,5S)-2-methoxycarbonyl-3-phenyl-1,3-diazabicyclo3.3.0]octane. |
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Keywords: | Curcutetraol Sesquiterpene Asymmetric total synthesis Tertiary benzylic alcohol |
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