Synthesis of Bishomoinositols and an Entry for Construction of a Substituted 3-Oxabicyclo[3.3.1]nonane Skeleton

Baran, Arif; Nebioğlu, Mehmet

dc.contributor.authors	Baran, A; Bekarlar, M; Aydin, G; Nebioglu, M; Sahin, E; Balci, M;
dc.date.accessioned	2020-02-24T14:15:04Z
dc.date.available	2020-02-24T14:15:04Z
dc.date.issued	2012
dc.identifier.citation	Baran, A; Bekarlar, M; Aydin, G; Nebioglu, M; Sahin, E; Balci, M; (2012). Synthesis of Bishomoinositols and an Entry for Construction of a Substituted 3-Oxabicyclo[3.3.1]nonane Skeleton. JOURNAL OF ORGANIC CHEMISTRY, 77, 1250-1244
dc.identifier.issn	0022-3263
dc.identifier.uri	https://doi.org/10.1021/jo202494v
dc.identifier.uri	https://hdl.handle.net/20.500.12619/44838
dc.description.abstract	1,3,3a,7a-Tetrahydro-2-benzofuran was used as key compound for the synthesis of various bishomoinositol derivatives. The diene was subjected to an epoxidation reaction for further functionalization of the diene unit. The bisepoxide obtained was submitted to a ring-opening reaction with acid in the presence of water. Various bishomoinositols were synthesized. However, when the reaction was carried out in the presence of acetic anhydride, a substituted 3-oxabicyclo[3.3.1]nonane skeleton was formed. The mechanism of the formation of the products is discussed.
dc.language	English
dc.publisher	AMER CHEMICAL SOC
dc.subject	Chemistry
dc.title	Synthesis of Bishomoinositols and an Entry for Construction of a Substituted 3-Oxabicyclo[3.3.1]nonane Skeleton
dc.type	Article
dc.identifier.volume	77
dc.identifier.startpage	1244
dc.identifier.endpage	1250
dc.contributor.department	Sakarya Üniversitesi/Fen-Edebiyat Fakültesi/Kimya Bölümü
dc.contributor.saüauthor	Baran, Arif
dc.contributor.saüauthor	Nebioğlu, Mehmet
dc.relation.journal	JOURNAL OF ORGANIC CHEMISTRY
dc.identifier.wos	WOS:000300462700003
dc.identifier.doi	10.1021/jo202494v
dc.identifier.eissn	1520-6904
dc.contributor.author	Baran, Arif
dc.contributor.author	Nebioğlu, Mehmet