@techreport{oai:soar-ir.repo.nii.ac.jp:00014495,
 author = {西井,  良典},
 month = {Mar},
 note = {We are going to apply optically active organic compounds having biological activity, for example, antiviral, anti-HIV, anti-PAF, anti-malarial, anti-fungal, anti-tumor activiry, to biologically active textile. In order to create the polymer, we synthesize several natural compounds as biologically active monomers. An efficient synthesis of highly substituted a -arylnaphthalene analogs has been developed utilizing Lewis acid-promoted regiocontrolled benzannulation of aryl(aryl')-2, 2-dichlorocyclopropylmethanols (aryl1 aryl’ ; abbreviated as AACMs). Both AACM diastereomers were easily prepared via highly stereoselective addition (> 95:5) of ArLi to gem-dichlorocyclopnopropyl atyl' ketones. The choice of Lewis acids determined the cyclization regioselectivity of the present benzannulation. TiCl4 and SnCl4 used the chelation pathway, whereas silyl triflates used a non-chelation pathway to give unsymmetrically substituted regioisomeric a -arylnaphthalenes in 40-91% yields with moderate to excellent regioselectivity(TiCl4 or SnCl4; >99/1-3/1, TBDMSOTf;  >1/99-1/4). Thus, the a -Afyl or a -aryl' moiety(accessory aryl group) was alternatively introduced to a -arylnaphthalenes by choosing either the order of the reaction sequences or the appropriate catalyst. Application of the present method to the total synthesis for unsymmetrically substituted natural lignan lactones, justicidin B, retrojusticidin B, dehydrodesoxypodophyllotoxin, and a related analog, 5’-methoxyrettvchinensin, was demonstrated. Lignan retrolactones (retrojusticidin B and 5’-methoxyretrochinensin) were synthesized by the conventional lactonization of the diol precursor, whereas a novel Bu2SnO-mediated monoacylation method was applied to the synthesis of normal lignan lactones (justicidin B and dehydrodesoxypodophyllotoxin)., Article, 先進ファイバー工学研究教育拠点研究成果報告書 11: 86-86(2005)},
 title = {15-3-21 : 生理活性繊維を目指した光学活性有機化合物(モノマーおよびポリマー)の合成},
 year = {2005}
}