γ-Lactone-tethered ring-closing metathesis. A route to enantiomerically enriched γ-lactones α,β-fused to medium-sized rings

Organic Letters

Volumn 6, Issue 25, 2004, Pages 4787-4789

  Rodríguez, Carmen M ^a   Ravelo, José Luis ^a   Martín, Víctor S ^a  

^a UNIVERSIDAD DE LA LAGUNA   (Spain)

Author keywords

[No Author keywords available]

Indexed keywords

ALKENE; ETHER DERIVATIVE; GAMMA LACTONE DERIVATIVE;

ARTICLE; CHEMICAL REACTION; CYCLIZATION; ENANTIOMER; RING CLOSING METATHESIS;

EID: 11444254387     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol0478739     Document Type: Article

References (22)

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14. See the Supporting Information for experimental details.
15. For a rationalization of the stereochemical course of this reaction see ref 5b.
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19. We were unable to characterize the polymeric products.
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21. The stereochemistry was determined by NOE studies over the corresponding acetonides (see Supporting Information).
22. For the stereoselective cleavage of the α-benzenesulfonyl group in fused γ-lactones, see: Martín, T.; Rodríguez, C. M.; Martín, V. S. Tetrahedron: Asymmetry 1995, 6, 1151-1164.