Reaction of acylsilanes with α-sulfinyl carbanions: Regioselective synthesis of silyl enol ethers

Tetrahedron Letters

Volumn 52, Issue 29, 2011, Pages 3740-3742

  Honda, Mitsunori ^a   Nakajima, Tadashi ^a   Okada, Maiko ^a   Yamaguchi, Keita ^a   Suda, Mitsuhiro ^a   Kunimoto, Ko Ki ^a   Segi, Masahito ^a  

^a KANAZAWA UNIVERSITY   (Japan)

Author keywords

Sulfinyl carbanion; Acylsilane; Silyl enol ether; Silyloxypropadiene

Indexed keywords

ANION; KETONE DERIVATIVE; SILANE DERIVATIVE;

ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; SYNTHESIS;

EID: 79959205285     PISSN: 00404039     EISSN: 18733581     Source Type: Journal    
DOI: 10.1016/j.tetlet.2011.05.041     Document Type: Article

References (22)

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16. 4 and concentrated in vacuo. The resulting residue was purified by column chromatography on silica gel with hexane/ethyl acetate to give E- and Z-silyl enol ether derivatives, respectively.
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22. At this point 1-silyloxypropadiene derivatives 4 could be yielded only in the reaction of enolizable acylsilanes with α-sulfinyl carbanion 2e derived from vinyl sulfoxide. An investigation of scope and limitation of the reaction is in progress now.