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黄培强 , Pei-Qiang Huang, * Hong-Qiao Lan, Xiao Zheng, and Yuan-Ping Ruan
J. Org. Chem., Vol. 69, No. 11, 2004,-0001,():
-1年11月30日
(2S,3S,7S)-3,7-Dimethylpentadecan-2-yl acetate (2) and its propionate analogue (3) are the main sex pheromones of all Neodiprion species and Diprion similes, respectively. Starting from (S)-malic acid and employing a highly chemo-, regio-, and stereoselective tandem ester reduction-epoxide formation-reductive epoxide-opening reaction protocol, an efficient total synthesis of (2S,3S,7S)-2 and -3 is reported herein.
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黄培强 , Pei-Qiang Huang, * Tian-Jun Wu, and Yuan-Ping Ruan
Lett., Vol. 5, No. 23, 2003,-0001,():
-1年11月30日
A flexible asymmetric approach to 5-alkyl tetramic acid derivatives is described, which is based on the use of 9 as the first synthetic equivalent to chiral nonracemic tetramic acid 5-carbanionic synthon 9b. The existence of the carbanion intermediate 9b was proven by trapping with trimethylchlorosilane. Application of the present method to the synthesis of antifungal alkaloid (+)-preussin, as well as protected (3S,4S)-AHPPA 6, is also described.
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