• Bulletin of the Korean Chemical Society
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• v.23 no.5
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• pp.736-740
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• 2002

An efficient and practical synthetic method of △1 -3-octalone, which is a versatile building block for thesyntheses of polycyclic compounds, has been developed. The dianion of ethyl acetoacetate reacts with cyclohexene-1-carboxaldehyde (3) to produce the aldol adduct 6, which then undergoes Mn(Ⅲ)-mediated radical cyclization followed by acetate elimination to give △1 -3-octalone 4. A detailed mechanistic insight of Mn(Ⅲ)-mediated cyclization of 6 has been disclosed.

• Bulletin of the Korean Chemical Society
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• v.28 no.4
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• pp.624-628
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• 2007

Synthesis of 4-substituted 3-exo-methylenechroman derivatives was carried out by the n-Bu3SnH-mediated vinyl radical cyclization as the key step starting from various salicylaldehydes.

• Bulletin of the Korean Chemical Society
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• v.15 no.8
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• pp.680-684
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• 1994

Pilocarpine analogs were prepared by empoying a radical cyclization reaction as a key step for the five-membered ring formation.

• Bulletin of the Korean Chemical Society
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• v.17 no.11
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• pp.1009-1018
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• 1996

A study on the application of vinyl radical cyclization via free radical allylation reaction in the synthesis of various carbocyclic compounds is described. In connection with this study, a new allyl transfer reagent, 2-bromo-3-(phenylthio)propene 1 is developed and it was shown that vinyl radical cyclization through free radical allylation reaction using reagent 1 provides a valuable approach to carbocyclic systems with a reactive exo-alkylidene moiety, which is advantageous for further transformations.

• Bulletin of the Korean Chemical Society
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• v.31 no.3
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• pp.557-558
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• 2010

• Bulletin of the Korean Chemical Society
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• v.28 no.12
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• pp.2501-2504
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• 2007

• Bulletin of the Korean Chemical Society
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• v.27 no.12
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• pp.2097-2100
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• 2006

• Bulletin of the Korean Chemical Society
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• v.26 no.2
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• pp.229-230
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• 2005

• Bulletin of the Korean Chemical Society
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• v.4 no.2
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• pp.84-87
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• 1983

Transition state structures were calculated for A and M routes of ${\omega}$-alkenyl radical cyclization (n = 2∼4) using MINDO/3-RHF method. Results of our analysis of HOMO level changes indicated that the transition state stability is not controlled by the decoupling effect alone as Bischof suggested, but in greater degree it is determined by through-bond interaction of the HOMOs with the framework $HO-{\sigma}$ or $LU-{\sigma}^*$ orbitals. In case of larger n (n > 4), the product stability was considered to be the main cause of M route dominance in the cyclization.

• Bulletin of the Korean Chemical Society
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• v.23 no.9
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• pp.1189-1216
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• 2002