Enantioselective Total Synthesis of Taxusin and Taxol
Aiming at the construction of taxane ABC tricarbocycles, a useful methodology including an aldol-like eight-membered B ring cyclization between dienol silyl ethers and acetals was explored. By applying this methodology, the enantioselective total synthesis of (+) -taxusin and (-) -taxol have been ac...
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Veröffentlicht in: | Journal of Synthetic Organic Chemistry, Japan Japan, 2000/03/01, Vol.58(3), pp.172-182 |
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container_title | Journal of Synthetic Organic Chemistry, Japan |
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creator | Kuwajima, Isao Kusama, Hiroyuki |
description | Aiming at the construction of taxane ABC tricarbocycles, a useful methodology including an aldol-like eight-membered B ring cyclization between dienol silyl ethers and acetals was explored. By applying this methodology, the enantioselective total synthesis of (+) -taxusin and (-) -taxol have been achieved, starting from the substrate containing a chiral center at each C 1 site, based on AC to ABC strategies. |
doi_str_mv | 10.5059/yukigoseikyokaishi.58.172 |
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By applying this methodology, the enantioselective total synthesis of (+) -taxusin and (-) -taxol have been achieved, starting from the substrate containing a chiral center at each C 1 site, based on AC to ABC strategies.</description><subject>taxane diterpenoids</subject><subject>taxol</subject><subject>taxusin</subject><subject>total synthesis</subject><issn>0037-9980</issn><issn>1883-6526</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2000</creationdate><recordtype>article</recordtype><recordid>eNptkMtOwzAQRS0EElXpP4QPSBm_YnuJqvKQKiFB9pZjO43bkKDYReTvSdWqG5jFzF3MOYuL0D2GJQeuHsbDPmz76MN-7PcmxCYsuVxiQa7QDEtJ84KT4hrNAKjIlZJwixYx7mAaKhWmaob4ujNdCpOk9TaFb5-VfTJt9jF2qfExxKyvs9L8HGLoMtO5Y-7bO3RTmzb6xfnOUfm0Llcv-ebt-XX1uMktkzLlhXAYV0YB9qyuBbHM04LUEqxyildEOhDcMuwoKawTXHpHgHEM3FQCGJ0jddLaoY9x8LX-GsKnGUaNQR8b0H8b0FzqqYGJfT-xu5jM1l9IM6RgW_8PiRWjR_q8Jsnl2TZm0L6jvwqBc_s</recordid><startdate>2000</startdate><enddate>2000</enddate><creator>Kuwajima, Isao</creator><creator>Kusama, Hiroyuki</creator><general>The Society of Synthetic Organic Chemistry, Japan</general><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>2000</creationdate><title>Enantioselective Total Synthesis of Taxusin and Taxol</title><author>Kuwajima, Isao ; Kusama, Hiroyuki</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c488t-67d11ba901e4ff72c4e362f80c9d95b28d075c41d326cd758ed2045105ab7043</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng ; jpn</language><creationdate>2000</creationdate><topic>taxane diterpenoids</topic><topic>taxol</topic><topic>taxusin</topic><topic>total synthesis</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Kuwajima, Isao</creatorcontrib><creatorcontrib>Kusama, Hiroyuki</creatorcontrib><collection>CrossRef</collection><jtitle>Journal of Synthetic Organic Chemistry, Japan</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Kuwajima, Isao</au><au>Kusama, Hiroyuki</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Enantioselective Total Synthesis of Taxusin and Taxol</atitle><jtitle>Journal of Synthetic Organic Chemistry, Japan</jtitle><addtitle>J. Synth. Org. Chem. Jpn.</addtitle><date>2000</date><risdate>2000</risdate><volume>58</volume><issue>3</issue><spage>172</spage><epage>182</epage><pages>172-182</pages><issn>0037-9980</issn><eissn>1883-6526</eissn><abstract>Aiming at the construction of taxane ABC tricarbocycles, a useful methodology including an aldol-like eight-membered B ring cyclization between dienol silyl ethers and acetals was explored. By applying this methodology, the enantioselective total synthesis of (+) -taxusin and (-) -taxol have been achieved, starting from the substrate containing a chiral center at each C 1 site, based on AC to ABC strategies.</abstract><pub>The Society of Synthetic Organic Chemistry, Japan</pub><doi>10.5059/yukigoseikyokaishi.58.172</doi><tpages>11</tpages><oa>free_for_read</oa></addata></record> |
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issn | 0037-9980 1883-6526 |
language | eng ; jpn |
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source | EZB-FREE-00999 freely available EZB journals |
subjects | taxane diterpenoids taxol taxusin total synthesis |
title | Enantioselective Total Synthesis of Taxusin and Taxol |
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