{"corpus_id":29020109,"paper_sha":"810a3b3e9d79b92221b954c716675375388c276c","doi":"10.1002/CHIN.200412162","arxiv_id":null,"pmid":14601982,"pmcid":null,"mag_id":2059151216,"dblp_id":null,"acl_id":null,"title":"6-Magnesiated purines: preparation and reaction with aldehydes.","year":2003,"publication_date":"2003-10-11","venue":"Organic Letters","journal":{"name":"Organic letters","pages":"\n          4289-91\n        ","volume":"5 23"},"journal_issn":null,"journal_title":null,"publication_types":["JournalArticle"],"pubmed_pub_types":["Journal Article"],"s2_fields_of_study":["Medicine","Chemistry"],"reference_count":24,"citation_count":22,"influential_citation_count":0,"is_open_access":true,"arxiv_categories":null,"arxiv_license":null,"arxiv_journal_ref":null,"mesh_headings":null,"chemicals":null,"comments_corrections":null,"source_flags":5,"s2_open_access_pdf_url":"https://figshare.com/articles/journal_contribution/6-Magnesiated_Purines_Preparation_and_Reaction_with_Aldehydes/3748395/1/files/5841756.pdf","s2_open_access_landing_url":"https://www.semanticscholar.org/paper/810a3b3e9d79b92221b954c716675375388c276c","s2_open_access_license":"CCBYNC","s2_open_access_status":"GREEN","pmc_open_access_pdf_url":null,"pmc_open_access_landing_url":null,"pmc_open_access_license":null,"pmc_open_access_status":null,"unpaywall_open_access_pdf_url":null,"unpaywall_open_access_landing_url":null,"unpaywall_open_access_license":null,"unpaywall_open_access_status":null,"abstract":"[reaction: see text] Halogen-metal exchange reaction of 9-benzyl-6-iodopurine with iPrMgCl in toluene at -80 degrees C proceeds almost quantitatively. Such a purine-derived Grignard reagent reacts selectively with aldehydes in toluene, giving the corresponding alcohols in 25-62% yield, while other functional groups such as ketones, esters, and nitriles do not react under these conditions. 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