Highly Selective Ylide-Initiated Michael Addition/Cyclization Reaction for Synthesis of Cyclohexadiene Epoxide and Vinylcyclopropane Derivatives
On the basis of the reactions of camphor-derived sulfur ylide with α,β-unsaturated ketone, highly efficient and selective synthesis of optically active cyclohexadiene epoxides and vinylcyclopropanes with excellent diastereoselectivities, moderate to high enantioselectivities, and yields has been ach...
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Veröffentlicht in: | Journal of organic chemistry 2010-05, Vol.75 (10), p.3454-3457 |
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container_title | Journal of organic chemistry |
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creator | Zhu, Ben-Hu Zhou, Rui Zheng, Jun-Cheng Deng, Xian-Ming Sun, Xiu-Li Shen, Qi Tang, Yong |
description | On the basis of the reactions of camphor-derived sulfur ylide with α,β-unsaturated ketone, highly efficient and selective synthesis of optically active cyclohexadiene epoxides and vinylcyclopropanes with excellent diastereoselectivities, moderate to high enantioselectivities, and yields has been achieved. |
doi_str_mv | 10.1021/jo100306z |
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Org. Chem</addtitle><date>2010-05-21</date><risdate>2010</risdate><volume>75</volume><issue>10</issue><spage>3454</spage><epage>3457</epage><pages>3454-3457</pages><issn>0022-3263</issn><eissn>1520-6904</eissn><coden>JOCEAH</coden><abstract>On the basis of the reactions of camphor-derived sulfur ylide with α,β-unsaturated ketone, highly efficient and selective synthesis of optically active cyclohexadiene epoxides and vinylcyclopropanes with excellent diastereoselectivities, moderate to high enantioselectivities, and yields has been achieved.</abstract><cop>Washington, DC</cop><pub>American Chemical Society</pub><pmid>20387850</pmid><doi>10.1021/jo100306z</doi><tpages>4</tpages></addata></record> |
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subjects | Alicyclic compounds Alicyclic compounds, terpenoids, prostaglandins, steroids Chemistry Cyclization Cyclohexenes - chemical synthesis Cyclohexenes - chemistry Cyclopropanes - chemical synthesis Cyclopropanes - chemistry Epoxy Compounds - chemical synthesis Epoxy Compounds - chemistry Exact sciences and technology Heterocyclic compounds Heterocyclic compounds with o, s, se, te hetero atom and condensed derivatives Molecular Structure Organic chemistry Preparations and properties Stereoisomerism Terpenoids Vinyl Compounds - chemical synthesis Vinyl Compounds - chemistry |
title | Highly Selective Ylide-Initiated Michael Addition/Cyclization Reaction for Synthesis of Cyclohexadiene Epoxide and Vinylcyclopropane Derivatives |
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