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细胞松弛素Z的C14 - C21酸片段的合成——选择性羟醛缩合和 - 烷基铃木 - 宫浦交叉偶联反应。

Synthesis of C14-C21 acid fragments of cytochalasin Z -selective aldol condensation and -alkyl Suzuki-Miyaura cross-coupling.

作者信息

Han Weiwei

机构信息

College of Chemistry and Chemical Engineering, Xi'an Shiyou University Xi'an 710065 P. R. China

Laboratory of Asymmetric Catalysis and Synthesis, Department of Chemistry, Zhejiang University Hangzhou 310027 P. R. China.

出版信息

RSC Adv. 2018 Jan 22;8(7):3899-3902. doi: 10.1039/c7ra13391j. eCollection 2018 Jan 16.

DOI:10.1039/c7ra13391j
PMID:35542899
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9077782/
Abstract

An efficient synthesis of the C14-C21 acid fragment of cytochalasin Z was accomplished in 10 steps with 14% overall yield. Boron-mediated -selective aldol condensation and Pd(OAc)-Aphos-Y-catalysed -alkyl Suzuki-Miyaura cross-coupling were employed to construct the requisite C17 and C18 stereogenic centres and alkene subunit.

摘要

细胞松弛素Z的C14-C21酸片段通过10步反应高效合成,总产率为14%。采用硼介导的α-选择性羟醛缩合反应以及Pd(OAc)₂-Aphos-Y催化的β-烷基铃木-宫浦交叉偶联反应构建所需的C17和C18立体中心以及烯烃亚基。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/586d/9077782/9db838dec53c/c7ra13391j-s4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/586d/9077782/9480d3c8d47c/c7ra13391j-c1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/586d/9077782/fda76a5f7498/c7ra13391j-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/586d/9077782/605ba5a2e528/c7ra13391j-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/586d/9077782/07bcc04a9be5/c7ra13391j-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/586d/9077782/9db838dec53c/c7ra13391j-s4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/586d/9077782/9480d3c8d47c/c7ra13391j-c1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/586d/9077782/fda76a5f7498/c7ra13391j-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/586d/9077782/605ba5a2e528/c7ra13391j-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/586d/9077782/07bcc04a9be5/c7ra13391j-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/586d/9077782/9db838dec53c/c7ra13391j-s4.jpg

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