Asymmetric Synthesis of Natural Macrocyclic Diterpene(+)-Methyl Cembra-1,3,7,11-tetraene-16-carboxynate

Abstract

Abstract: The first asymmetric synthesis of (+)-methyl cembra-1,3,7,11-tetraene-16-carboxynate, a naturally occurring cembrane-type macrocyclic diterpene isolated from Sinularia mayi, was achieved via general approach by employing an intramolecular McMurry coupling and Sharpless asymmetric epoxidation as the key steps from readily available starting materials. The synthesis presented here verifies that the absolute configuration of compound 1 was assumed as 15R.

Key words: Cembrane-type macrocyclic diterpene, Natural product, Asymmetric synthesis

CLC Number:

O621.3⁺4

TrendMD:

SUN Bin, MEI Tian-Sheng, LIU Zuo-Sheng, LI Yu-Lin, LI Ying, PENG Li-Zeng . Asymmetric Synthesis of Natural Macrocyclic Diterpene(+)-Methyl Cembra-1,3,7,11-tetraene-16-carboxynate[J]. Chem. J. Chinese Universities, 2005, 26(5): 880.

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Asymmetric Synthesis of Natural Macrocyclic Diterpene(+)-Methyl Cembra-1,3,7,11-tetraene-16-carboxynate

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