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Solvolytic hydroperoxide rearrangements IV. Selective rearrangement of spiro[5,2]octan-4-ol

Authors :
Suzanne M. Ruder
Robert C. Ronald
Thomas S. Lillie
Source :
Tetrahedron Letters. 28:131-134
Publication Year :
1987
Publisher :
Elsevier BV, 1987.

Abstract

Rearrangement of spiro[5,2]octan-4-ol, 1, in acidified THF-H2O2 is a selective process in which substitution occurs with retention of configuration and ring-expansion with inversion of the carbinyl center.

Details

ISSN :
00404039
Volume :
28
Database :
OpenAIRE
Journal :
Tetrahedron Letters
Accession number :
edsair.doi...........95131e246748d5315f1cc1728a23c4dc
Full Text :
https://doi.org/10.1016/s0040-4039(00)95667-3