Unified, radical-based approach for the synthesis of spiroketals.

Michiel de Greef (1) , Samir Z. Zard (1)

1 DCSO - Laboratoire de synthèse organique

[reaction: see text] Functionalization of S-(3-chloro-2-oxo-propyl)-O-ethyl xanthate 1 by two consecutive xanthate transfer reactions, followed by spirocyclization of the resulting dihydroxy ketones, provides a flexible and highly convergent access to diversely substituted spiroketals, containing five-, six-, and seven-membered rings.

Domaines: Chimie organique

Michiel de Greef, Samir Z. Zard. Unified, radical-based approach for the synthesis of spiroketals.. Organic Letters, 2007, 9 (9), pp.1773-1776. ⟨10.1021/ol070488+⟩. ⟨hal-00969144⟩