Addition of iodine-based electrophilic reagents to some vinylsilanes |
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Institution: | 1. Departamento de Química, Faculdade de Filosofia Ciências e Letras de Ribeirão Preto, Universidade de São Paulo, Ribeirão Preto, SP 14040-901, Brazil;2. Universidade Federal do Triângulo Mineiro, Campus Universitário de Iturama, Iturama, MG 38280-000, Brazil |
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Abstract: | The addition of some Iodine-based electrophillic reagents to the cyclic vinylsilanes (1) and (4,R=But,R1=H) and (4,R=H,R1-OMe) occurs with high regio-and stereo-specificity to give (2,X=OMe,N3, and NCS) and (5,R=But,R1=H,X=OMe and N3) and (5, R=H,R1-OMe,X-OMe). Similar additions to 2-trimethylsilylhept-1-ene (6) are less efficient and occur with lower regioselectivity. Some of the adducts (2) and (5) have been transformed into functionalised organosilanes. Compounds (10,X=OMe,N3, and NCS) and (12)–(15) are thereby obtained. |
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