Application of the 2-Azaallyl Anion Cycloaddition Method to Syntheses of (+/-)-Crinine and (+/-)-6-Epicrinine

DOI: 10.1016/0040-4039(94)88457-9

Source and publish data:

Tetrahedron Letters p. 9173 - 9176 (1994)

Update date:2022-08-11

Topics:

Authors:

Pearson, William H.

Lovering, Frank E.

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Article abstract of DOI:10.1016/0040-4039(94)88457-9

Transmetalation of the (2-azaallyl)stannane 9 with n-BuLi produced the 2-azaallyl anion 12 which undervent an intramolecular cycloaddition with an alkene to give the perhydroindole 10 in 80percent yield as a single stereoisomer.Transformation of 10 to 6-epicrinine 2 and crinine 1 was readily accomplished.

Full text of DOI:10.1016/0040-4039(94)88457-9

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