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Tetrahedron letters

Copper-catalysed asymmetric conjugate addition of organometallic reagents to linear enones using thiourethane ligands

SMW Bennett, SM Brown, JP Muxworthy, S Woodward

文献索引:Bennett, Simon M.W.; Brown, Stephen M.; Muxworthy, James P.; Woodward, Simon Tetrahedron Letters, 1999 , vol. 40, # 9 p. 1767 - 1770

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被引用次数: 57

摘要

In the presence of chiral thiourethane ligands [Cu (MeCN) 4] BF4 forms active catalysts for the conjugate addition of MeMgBr, ZnEt2 and AlR3 (R= Me, Et) to non-3-en-2-one, hept-3-en- 2-one, and 5-methylhex-3-en-2-one. Enantioselectivities of up to 51% are realised for these difficult substrates; for cyclohex-2-enone an ee of 42% is attained.