Stereoselective total synthesis of paecilomycin E and F and its two congeners Cochliomycin C and 6-epi-Cochliomycin C

Stereoselective total synthesis of paecilomycin E and F and its two congeners Cochliomycin C and 6-epi-Cochliomycin C
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DOI:
10.1080/00397911.2018.1472282
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发表时间:
2018-01-01
影响因子:
2.1
通讯作者:
Doda, Sai Reddy
Doda, Sai Reddy
中科院分区:
化学4区
文献类型:
--
作者:
Kadari, Sudhakar;Yerrabelly, Hemasri;Doda, Sai Reddy

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本文报道了一种高效、简便的拟青霉菌素E(1)和F(2)、螺旋霉素C(4)和6-表螺旋霉素C(3)的全合成方法。该合成涉及新的路线来合成Paecilomycin E和F,并进一步转化为Cochliomycin C和6-epi-Cochliomycin C。烯烃复分解和碱促进的大环内酯化反应是关键反应,随后是氯化反应,以获得目标Cochliomycin C和6-epi-Cochliomycin C。[图形]。
An efficient and concise approach to the total synthesis of Paecilomycins E (1) and F (2), Cochliomycin C (4) and 6-epi-Cochliomycin C (3) is described. The synthesis involves novel route to the synthesis of Paecilomycin E and F and further conversion to Cochliomycin C and 6-epi-Cochliomycin C. Olefin metathesis and base promoted macro lactonization being the key reactions followed by chlorination to achieve target Cochliomycin C and 6-epi-Cochliomycin C.[GRAPHICS].