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New Trialkylsilyl Enol Ether Chemistry: α-N-Tosylamination of Triisopropylsilyl Enol Ethers

Authors
Magnus, Philip
Coldham, Iain
Mugrage, Benjamin
Bauta, William B.
Published in Tetrahedron. 1995, vol. 51, no. 41, p. 11087-11110
Abstract Triisopropylsilyl enol ethers reaet with (TsN)2Se to give a-N-tosylamino derivatives in modest to good yields. In the absence of 1,3-diaxial interactions the N-tosylamino group prefers an axial conformation. The axial N-tosylamino derivatives can be readily transformed into the azabicyclo[3.3.1]nonane skeleton, the core structure of a number of alkaloids.
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MAGNUS, Philip et al. New Trialkylsilyl Enol Ether Chemistry: α-N-Tosylamination of Triisopropylsilyl Enol Ethers. In: Tetrahedron, 1995, vol. 51, n° 41, p. 11087-11110. https://archive-ouverte.unige.ch/unige:7806

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Deposited on : 2010-06-21

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