Tetrahedron Letters p. 5229 - 5232 (1987)
Update date:2022-08-05
Topics:
Kim, Ho-jin
Schlecht, Matthew F.
The transannular oxidative cyclization of 1-methylcyclooct-4-en-1-ol and cyclooct-4-en-1-ol was studied using hypervalent iodine reagents.The regioselectivity for the <3.3.1> vs. <4.2.1> 9-oxabicyclononane skeletons is low, but the additions is highly trans-selective; the results are rationalized in terms of a tricyclic oxonium ion intermediate.
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