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Organoselenium-mediated reduction of α,β-epoxy ketones to β-hydroxy ketones: A new access to inter- and intramolecular aldols

✍ Scribed by Masaaki Miyashita; Toshio Suzuki; Akira Yoshikoshi

Publisher
Elsevier Science
Year
1987
Tongue
French
Weight
222 KB
Volume
28
Category
Article
ISSN
0040-4039

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✦ Synopsis

The organoselenium-mediated reduction of ct,B-epoxy ketones has been demonstrated

to be a promising entry to a variety of cyclic and acyclic aldols.

The synthetic potential of aldols as key intermediates in organic synthesis, inter alia natural products chemistry, has been increased by recent progress in the directed aldol reactions, 1 as well as new developments in the reduction of a,@-epoxy ketones. 2 Particularly, the latter method has gained importance since it allows access into not only acyclic (intermolecular) aldols but also a variety of cyclic (intramolecular) aldols which may be difficult to obtain by the traditional aldol reactions.

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