THE CARBONYL EPOXIDE REARRANGEMENT. EPOXY IMINES IN THE FORMATION OF HETEROTROPANE DERIVATIVES.

DOI: 10.1016/S0040-4039(00)80656-5

Source and publish data:

Tetrahedron Letters p. 4973 - 4976 (1988)

Update date:2022-08-05

Topics:

Authors:

Wasserman, Harry H.

Thyes, Marco

Wolff, Steven

Rusiecki, Victoria

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Article abstract of DOI:10.1016/S0040-4039(00)80656-5

The carbonyl epoxide rearrangement can be extended to δ, ε-epoxy imines.The reaction takes place by intramolecular nucleophilic displacement involving attack of the imino nitrogen on the epoxide ring.A high degree of stereospecificity is observed in this process which provides a facile route to 6-oxa-8-azabicyclo<3.2.1>octanes.

Full text of DOI:10.1016/S0040-4039(00)80656-5

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