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2005
Other natural products
U 0800
A General Method for Making Bicyclic Compounds with Nitrogen at a Bridgeto the Halichlorine Spiro Subunit. — Bicyclic amines with
27- 197 head—Application
nitrogen at a bridgehead (5 examples) are prepared using the described methodology
which includes conversion of N-protected β-amino aldehydes having the nitrogen in
a ring into Morita—Baylis—Hillman adducts. N-deprotection of the corresponding
O-acetylated adducts results in a spontaneous cyclization to the target products. The
process occurs with preservation of stereochemistry α to the nitrogen. — (CLIVE*,
D. L. J.; YU, M.; LI, Z.; Chem. Commun. (Cambridge) 2005, 7, 906-908; Dep.
Chem., Univ. Alberta, Edmonton, Alberta T6G 2G2, Can.; Eng.) — F. Santoso
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