Palladium[0]-mediated aminospirocyclization of tertiary allylic sulfones. Stereospecific construction of the azabicyclic ring system of cephalotaxine

DOI: 10.1016/0040-4039(96)01112-4

Source and publish data:

Tetrahedron Letters p. 5253 - 5256 (1996)

Update date:2022-09-26

Topics:

Authors:

Jin, Zhendong

Fuchs Fuchs

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Article abstract of DOI:10.1016/0040-4039(96)01112-4

Tertiary allylic sulfones which bear a secondary aminopropyl moiety undergo smooth palladium[0]-mediated spirocyclization. The reaction proceeds via a π-allyl intermediate and the resultant azabicyclic product is formed with net retention of sulfone stereochemistry. The use of tetramethylguanidine as companion base is required for high yielding reactions.

Full text of DOI:10.1016/0040-4039(96)01112-4

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