Conversion of Ketone Trimethylsilylcyanohydrins to Several Types of Compounds
Cyclic ketone O-trimethylsilylcyanohydrins (2) were prepared and converted to various compounds : α-hydroxyketones (3), dehydroxylated ketones (4), α, β-unsaturated ketones (9), tricyclic ketones (10), 1-ethoxycarbonyl-4-phenyl-1, 2, 4a, 5, 6, 7, 8, 8a-octahydro-2-naphthalenone (13), 1-phenylperhydr...
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Veröffentlicht in: | Chemical & pharmaceutical bulletin 1995/08/15, Vol.43(8), pp.1294-1301 |
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container_title | Chemical & pharmaceutical bulletin |
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creator | OHTA, Shunsaku YAMASHITA, Masayuki ARITA, Kazuo KAJIURA, Takahiro KAWASAKI, Ikuo NODA, Keiko IZUMI, Michiko |
description | Cyclic ketone O-trimethylsilylcyanohydrins (2) were prepared and converted to various compounds : α-hydroxyketones (3), dehydroxylated ketones (4), α, β-unsaturated ketones (9), tricyclic ketones (10), 1-ethoxycarbonyl-4-phenyl-1, 2, 4a, 5, 6, 7, 8, 8a-octahydro-2-naphthalenone (13), 1-phenylperhydroisocoumarin (18) and 1, 2, 3, 4, 4a, 10, 11, 11a-octahydro-5H-benzo[a, d]cyclohepten-10-one (20). |
doi_str_mv | 10.1248/cpb.43.1294 |
format | Article |
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Bull.</addtitle><description>Cyclic ketone O-trimethylsilylcyanohydrins (2) were prepared and converted to various compounds : α-hydroxyketones (3), dehydroxylated ketones (4), α, β-unsaturated ketones (9), tricyclic ketones (10), 1-ethoxycarbonyl-4-phenyl-1, 2, 4a, 5, 6, 7, 8, 8a-octahydro-2-naphthalenone (13), 1-phenylperhydroisocoumarin (18) and 1, 2, 3, 4, 4a, 10, 11, 11a-octahydro-5H-benzo[a, d]cyclohepten-10-one (20).</description><subject>Alicyclic compounds</subject><subject>Alicyclic compounds, terpenoids, prostaglandins, steroids</subject><subject>Chemistry</subject><subject>Exact sciences and technology</subject><subject>lactone</subject><subject>MOPAC</subject><subject>Nazarov cyclization</subject><subject>O-trimethylsilylcyanohydrin</subject><subject>Organic chemistry</subject><subject>Preparations and properties</subject><subject>tricyclic ketone</subject><subject>α, β-unsaturated ketone</subject><issn>0009-2363</issn><issn>1347-5223</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1995</creationdate><recordtype>article</recordtype><recordid>eNpFkF1LwzAUhoMoOKdX_oGC3klnvpqklzI_ceKF8zrE9NR1dElNOqH_3pSNeZMTOM_7hLwIXRI8I5SrW9t9zThL95IfoQlhXOYFpewYTTDGZU6ZYKfoLMY1xrTAkk3Q29y7Xwix8S7zdfYKvXeQLUOzgX41tLFph9YOxvnVUIXGxaz32QekhGmz5dBBHFNzv-n81lXxHJ3Upo1wsZ9T9Pn4sJw_54v3p5f53SK3Ass-l6YWQHlBjeC0qCRnBEtqaVVyJoVRWFFcVAKgBAFcEqi5UQSkkmlyEGyKrnbeLvifLcRer_02uPSkJlxgqkpc4ETd7CgbfIwBat2lf5kwaIL12JdOfWnO9NhXoq_3ThOtaetgnG3iIcKEZFzJhN3vsHXszTcc9ib0jW1hVJKyUKN2f4z2__XKBA2O_QHeOII4</recordid><startdate>1995</startdate><enddate>1995</enddate><creator>OHTA, Shunsaku</creator><creator>YAMASHITA, Masayuki</creator><creator>ARITA, Kazuo</creator><creator>KAJIURA, Takahiro</creator><creator>KAWASAKI, Ikuo</creator><creator>NODA, Keiko</creator><creator>IZUMI, Michiko</creator><general>The Pharmaceutical Society of Japan</general><general>Maruzen</general><general>Japan Science and Technology Agency</general><scope>IQODW</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7TK</scope><scope>7TM</scope><scope>7U9</scope><scope>H94</scope></search><sort><creationdate>1995</creationdate><title>Conversion of Ketone Trimethylsilylcyanohydrins to Several Types of Compounds</title><author>OHTA, Shunsaku ; YAMASHITA, Masayuki ; ARITA, Kazuo ; KAJIURA, Takahiro ; KAWASAKI, Ikuo ; NODA, Keiko ; IZUMI, Michiko</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c607t-7af6e2452a6425d7431072c2d94376a808205d6ee9e6e471ef4a81e7874a84e63</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1995</creationdate><topic>Alicyclic compounds</topic><topic>Alicyclic compounds, terpenoids, prostaglandins, steroids</topic><topic>Chemistry</topic><topic>Exact sciences and technology</topic><topic>lactone</topic><topic>MOPAC</topic><topic>Nazarov cyclization</topic><topic>O-trimethylsilylcyanohydrin</topic><topic>Organic chemistry</topic><topic>Preparations and properties</topic><topic>tricyclic ketone</topic><topic>α, β-unsaturated ketone</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>OHTA, Shunsaku</creatorcontrib><creatorcontrib>YAMASHITA, Masayuki</creatorcontrib><creatorcontrib>ARITA, Kazuo</creatorcontrib><creatorcontrib>KAJIURA, Takahiro</creatorcontrib><creatorcontrib>KAWASAKI, Ikuo</creatorcontrib><creatorcontrib>NODA, Keiko</creatorcontrib><creatorcontrib>IZUMI, Michiko</creatorcontrib><collection>Pascal-Francis</collection><collection>CrossRef</collection><collection>Neurosciences Abstracts</collection><collection>Nucleic Acids Abstracts</collection><collection>Virology and AIDS Abstracts</collection><collection>AIDS and Cancer Research Abstracts</collection><jtitle>Chemical & pharmaceutical bulletin</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>OHTA, Shunsaku</au><au>YAMASHITA, Masayuki</au><au>ARITA, Kazuo</au><au>KAJIURA, Takahiro</au><au>KAWASAKI, Ikuo</au><au>NODA, Keiko</au><au>IZUMI, Michiko</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Conversion of Ketone Trimethylsilylcyanohydrins to Several Types of Compounds</atitle><jtitle>Chemical & pharmaceutical bulletin</jtitle><addtitle>Chem. Pharm. Bull.</addtitle><date>1995</date><risdate>1995</risdate><volume>43</volume><issue>8</issue><spage>1294</spage><epage>1301</epage><pages>1294-1301</pages><issn>0009-2363</issn><eissn>1347-5223</eissn><coden>CPBTAL</coden><abstract>Cyclic ketone O-trimethylsilylcyanohydrins (2) were prepared and converted to various compounds : α-hydroxyketones (3), dehydroxylated ketones (4), α, β-unsaturated ketones (9), tricyclic ketones (10), 1-ethoxycarbonyl-4-phenyl-1, 2, 4a, 5, 6, 7, 8, 8a-octahydro-2-naphthalenone (13), 1-phenylperhydroisocoumarin (18) and 1, 2, 3, 4, 4a, 10, 11, 11a-octahydro-5H-benzo[a, d]cyclohepten-10-one (20).</abstract><cop>Tokyo</cop><pub>The Pharmaceutical Society of Japan</pub><doi>10.1248/cpb.43.1294</doi><tpages>8</tpages><oa>free_for_read</oa></addata></record> |
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source | Full-Text Journals in Chemistry (Open access); J-STAGE フリー; EZB Electronic Journals Library |
subjects | Alicyclic compounds Alicyclic compounds, terpenoids, prostaglandins, steroids Chemistry Exact sciences and technology lactone MOPAC Nazarov cyclization O-trimethylsilylcyanohydrin Organic chemistry Preparations and properties tricyclic ketone α, β-unsaturated ketone |
title | Conversion of Ketone Trimethylsilylcyanohydrins to Several Types of Compounds |
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