{"created":"2023-07-25T09:15:46.689754+00:00","id":15771,"links":{},"metadata":{"_buckets":{"deposit":"18a722d9-eae0-41d7-97b0-219866bfb941"},"_deposit":{"created_by":19,"id":"15771","owners":[19],"pid":{"revision_id":0,"type":"depid","value":"15771"},"status":"published"},"_oai":{"id":"oai:toyama.repo.nii.ac.jp:00015771","sets":["496:556:557:558"]},"author_link":["167918","30046","167921","167920","30043","167919"],"item_2_alternative_title_19":{"attribute_name":"その他（別言語等）のタイトル","attribute_value_mlt":[{"subitem_alternative_title":"31 SYNTHESIS OF VERSATILE CHIRAL BUILDING BLOCKS BY ADOPTING BIOCATALYSIS AND THEIR APPLICATION TO NATURAL PRODUCT SYNTHESIS"}]},"item_2_biblio_info_7":{"attribute_name":"書誌情報","attribute_value_mlt":[{"bibliographicIssueDates":{"bibliographicIssueDate":"1994-09-20","bibliographicIssueDateType":"Issued"},"bibliographicPageEnd":"241","bibliographicPageStart":"234","bibliographicVolumeNumber":"36","bibliographic_titles":[{"bibliographic_title":"天然有機化合物討論会講演要旨集"},{"bibliographic_title":"Symposium on the Chemistry of Natural Products, symposium papers"}]}]},"item_2_description_15":{"attribute_name":"フォーマット","attribute_value_mlt":[{"subitem_description":"application/pdf","subitem_description_type":"Other"}]},"item_2_description_4":{"attribute_name":"抄録","attribute_value_mlt":[{"subitem_description":"Biocatalysis is recognized as a useful tool for organic synthesis, especially for the asymmetric synthesis of natural products. As part of our efforts to synthesize versatile chiral building blocks by adopting biocatalysis, we developed the lipase-catalyzed desymmetrization of the meso-glycol 1 and the meso-diacetate 2 to afford both enantiomers of the ketol acetate 4 as an optically pure state, respectively. The desymmetrization of the meso-glycol 5 was also achieved to give the monoacetate (-)-6, which was led in three steps to the decalin (+)-19. Enantiomerization of (+)-19 was readily accomplished to give (-)-19. On the other hand, baker's yeast reduction of the β-keto ester 7 proceeded in a highly enantioselective manner and furnished the homochiral piperidone (-)-8 in good yield. The enantiomer (+)-8 was obtained by the lipase-mediated optical resolution of (±)-8. Thus, we achieved highly efficient synthesis of both enantiomers of chiral building blocks 4, 6, 8. The versatility of 4, 6 and 8 for natural product synthesis was demonstrated by the first total synthesis of(-)-cassine (11), (+)-spectaline (12), (-)-indolizidine 235B' and the formal synthesis of (-)-dihydropinidine, (-)-indolizidine 207A, 209B, (-)-polygodial, (-)-warburganal, (-)-drimenin, and prosopinie, respectively.","subitem_description_type":"Abstract"}]},"item_2_description_40":{"attribute_name":"資源タイプ(DSpace)","attribute_value_mlt":[{"subitem_description":"Article","subitem_description_type":"Other"}]},"item_2_description_6":{"attribute_name":"引用","attribute_value_mlt":[{"subitem_description":"天然有機化合物討論会講演要旨集 36, 234-241.(1994)","subitem_description_type":"Other"}]},"item_2_full_name_3":{"attribute_name":"著者別名","attribute_value_mlt":[{"nameIdentifiers":[{"nameIdentifier":"30046","nameIdentifierScheme":"WEKO"},{"nameIdentifier":"1000010217565","nameIdentifierScheme":"CiNii 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Keiko"}]},{"nameIdentifiers":[{"nameIdentifier":"167921","nameIdentifierScheme":"WEKO"},{"nameIdentifier":"9000006704741","nameIdentifierScheme":"CiNii ID","nameIdentifierURI":"http://ci.nii.ac.jp/nrid/9000006704741"}],"names":[{"name":"Yoshida, Yasuko"}]},{"nameIdentifiers":[{"nameIdentifier":"30043","nameIdentifierScheme":"WEKO"},{"nameIdentifier":"9000005186775","nameIdentifierScheme":"CiNii ID","nameIdentifierURI":"http://ci.nii.ac.jp/nrid/9000005186775"},{"nameIdentifier":"50028833","nameIdentifierScheme":"e-Rad","nameIdentifierURI":"https://nrid.nii.ac.jp/nrid/1000050028833"}],"names":[{"name":"Momose, Takefumi"}]}]},"item_2_publisher_33":{"attribute_name":"出版者","attribute_value_mlt":[{"subitem_publisher":"天然有機化合物討論会"}]},"item_2_relation_12":{"attribute_name":"DOI","attribute_value_mlt":[{"subitem_relation_type":"isIdenticalTo","subitem_relation_type_id":{"subitem_relation_type_id_text":"10.24496/tennenyuki.36.0_234","subitem_relation_type_select":"DOI"}}]},"item_2_relation_29":{"attribute_name":"論文ID（NAID）","attribute_value_mlt":[{"subitem_relation_type":"isIdenticalTo","subitem_relation_type_id":{"subitem_relation_type_id_text":"110006679296","subitem_relation_type_select":"NAID"}}]},"item_2_source_id_10":{"attribute_name":"書誌レコードID","attribute_value_mlt":[{"subitem_source_identifier":"AN00154136","subitem_source_identifier_type":"NCID"}]},"item_2_version_type_16":{"attribute_name":"著者版フラグ","attribute_value_mlt":[{"subitem_version_resource":"http://purl.org/coar/version/c_970fb48d4fbd8a85","subitem_version_type":"VoR"}]},"item_creator":{"attribute_name":"著者","attribute_type":"creator","attribute_value_mlt":[{"creatorNames":[{"creatorName":"豊岡, 尚樹"}],"nameIdentifiers":[{},{},{}]},{"creatorNames":[{"creatorName":"神, 誠"}],"nameIdentifiers":[{},{}]},{"creatorNames":[{"creatorName":"西野, 彰"}],"nameIdentifiers":[{},{}]},{"creatorNames":[{"creatorName":"田中, 敬子"}],"nameIdentifiers":[{},{}]},{"creatorNames":[{"creatorName":"吉田, 泰子"}],"nameIdentifiers":[{},{}]},{"creatorNames":[{"creatorName":"百瀬, 雄章"}],"nameIdentifiers":[{},{},{}]}]},"item_files":{"attribute_name":"ファイル情報","attribute_type":"file","attribute_value_mlt":[{"accessrole":"open_date","date":[{"dateType":"Available","dateValue":"2018-03-01"}],"displaytype":"detail","filename":"SympoChemNaturalProducts_36_234to241_Toyooka.pdf","filesize":[{"value":"443.7 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