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1 article(s) from Morgans, Garreth L

Silica gel and microwave-promoted synthesis of dihydropyrrolizines and tetrahydroindolizines from enaminones

Robin Klintworth,
Garreth L. Morgans,
Stefania M. Scalzullo,
Charles B. de Koning,
Willem A. L. van Otterlo and
Joseph P. Michael

Beilstein J. Org. Chem. 2021, 17, 2543–2552, doi:10.3762/bjoc.17.170

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Figure 1: Examples of 2,3-dihydro-1H-pyrrolizines (1–7) and 5,6,7,8-tetrahydroindolizines (8–10).

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Scheme 1: Previous [18] and proposed routes to 2,3-dihydro-1H-pyrrolizines from enaminones. Reagents and conditio...

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Scheme 2: Synthesis of pyrrolizine 19a from lactam 16 via enaminone 15a. Reagents and conditions: (i) NaH, TH...

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Scheme 3: Proposed mechanism for the formation of pyrrolizidine 19a from enaminone (E)-15a.

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Scheme 4: Synthesis of tetrahydroindolizines 26a–c from lactam 23 via enaminones 25a–c. Reagents and conditio...

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Scheme 5: Further functionalization of dihydropyrrolizine 19a. Reagents and conditions: (i) NBS, DMF, 0 °C, 1...

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Published 13 Oct 2021

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