Shin, KJ Moon, HR George, C Marquez, VE 2024-01-21T14:08:42Z 2024-01-21T14:08:42Z 2021-09-01 2000-04-07 0022-3263 https://pubs.kist.re.kr/handle/201004/141448 An intramolecular olefin keto-carbene cycloaddition reaction created the bicyclo[3.1.0]hexane template 10 that was necessary for the synthesis of carbocyclic amine 15. This amine is a direct precursor to a family of rigid nucleosides that are conformationally locked in the Southern hemisphere of the pseudorotational cycle. The synthesis of the conformationally locked adenosine analogue is reported herein as an illustrative example of the methodology. The racemic (South)methanocarba adenosine analogue (+/-)-4 is the first example of a conformationally locked ribonucleoside Version in the Southern hemisphere. English AMER CHEMICAL SOC REVERSE-TRANSCRIPTASE BIOLOGICAL-ACTIVITY NEPLANOCIN-C SUGAR RING NUCLEOSIDES ANALOGS THYMIDINE OLIGONUCLEOTIDES CRYSTAL Construction of the bicyclo[3,1.0]hexane template of a conformationally locked carbocyclic adenosine via an olefin keto-carbene cycloaddition Article 10.1021/jo9917691 1 JOURNAL OF ORGANIC CHEMISTRY, v.65, no.7, pp.2172 - 2178 JOURNAL OF ORGANIC CHEMISTRY 65 7 2172 2178 scie scopus 000086348400036 Chemistry, Organic Chemistry Article REVERSE-TRANSCRIPTASE BIOLOGICAL-ACTIVITY NEPLANOCIN-C SUGAR RING NUCLEOSIDES ANALOGS THYMIDINE OLIGONUCLEOTIDES CRYSTAL bicyclic[3.1.0]hexane carbocyclic nucleoside intramolecular olefin keto-carbene cycloaddition