Studies towards the total synthesis of halichlorine: Asymmetric synthesis of the spiroquinolizidine subunit

DOI: 10.1016/S0040-4039(99)01170-3

Source and publish data:

Tetrahedron Letters p. 6513 - 6516 (1999)

Update date:2022-08-04

Topics:

Authors:

Trauner, Dirk

Danishefsky, Samuel J.

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Article abstract of DOI:10.1016/S0040-4039(99)01170-3

The C1-C15 spiroquinolizidine subunit (cf. 2) of the marine natural product halichlorine (1) was prepared in 12 steps starting from the known 'Meyers-lactam' 5. The synthesis involves a B-alkyl-Suzuki coupling followed by a highly stereoselective intramolecular Michael addition and an intramolecular Mannich ring closure.

Full text of DOI:10.1016/S0040-4039(99)01170-3

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