A Novel BF3*OEt2-Catalyzed Annulation of N-Cbz-α-Amino Aldehides with Allyltrimethylsilane. Highly Stereoselective Synthesis of Cis-2,3,5-Trisubstituted Pyrrolidines

DOI: 10.1021/jo00087a003

Source and publish data:

Journal of Organic Chemistry p. 1958 - 1960 (1994)

Update date:2022-08-05

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Authors:

Kiyooka, Syun-ichi

Shiomi, Yasuhiro

Kira, Haruhide

Kaneko, Yuichi

Tanimori, Shinji

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Article abstract of DOI:10.1021/jo00087a003

In the presence of BF3*OEt2 (0.2 molar equiv), the reactions (-10 deg C, CH2Cl2) of N-Cbz-α-amino aldehydes with allyltrimethylsilane produced pyrrolidines in good yields (70-80percent), with high all-cis stereoselectivity at the C-2, C-3, and C-5 positio

Full text of DOI:10.1021/jo00087a003

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