Combinatorial chemistry. Use of an intramolecular ruthenium catalyzed olefin/alkyne metathesis reaction in tandem with a Diels-Alder cycloaddition reaction to construct functionalized hexahydroisoindoles.
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Heerding, DA
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SmithKline Beecham Pharmaceut, Dept Med Chem, Collegeville, PA 19426 USASmithKline Beecham Pharmaceut, Dept Med Chem, Collegeville, PA 19426 USA
Heerding, DA
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Takata, DT
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SmithKline Beecham Pharmaceut, Dept Med Chem, Collegeville, PA 19426 USASmithKline Beecham Pharmaceut, Dept Med Chem, Collegeville, PA 19426 USA
Takata, DT
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Kwon, C
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SmithKline Beecham Pharmaceut, Dept Med Chem, Collegeville, PA 19426 USASmithKline Beecham Pharmaceut, Dept Med Chem, Collegeville, PA 19426 USA
Kwon, C
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Huffman, WF
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SmithKline Beecham Pharmaceut, Dept Med Chem, Collegeville, PA 19426 USASmithKline Beecham Pharmaceut, Dept Med Chem, Collegeville, PA 19426 USA
Huffman, WF
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Samanen, J
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SmithKline Beecham Pharmaceut, Dept Med Chem, Collegeville, PA 19426 USASmithKline Beecham Pharmaceut, Dept Med Chem, Collegeville, PA 19426 USA
Samanen, J
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[1] SmithKline Beecham Pharmaceut, Dept Med Chem, Collegeville, PA 19426 USA
We show here the first example of a ruthenium catalyzed ene-yne metathesis reaction in tandem with a Diels-Alder cycloaddition reaction to efficiently form highly substituted hexahydroisoindole ring systems on Wang resin. This approach was used to prepare a 4200 membered combinatorial library. (C) 1998 Elsevier Science Ltd. All rights reserved.