New approach to the stereoselective synthesis of the [4.5] spiroketal moiety of papulacandins

An efficient approach for the stereoselective construction of the spiroketal moiety of papulacandins, based on the condensation of the protected derivative of D-arabino-1,4-lactone 2 with the α-lithiated carbanion of β-phenylsulfonyl dihydrofuran 1, is described. Graphic

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Bibliographic Details
Published in:Tetrahedron 1999-12, Vol.55 (52), p.15159-15166
Main Authors: Canetero, Juan C., de Diego, J.Eugenio, Hamdouchi, Chafiq
Format: Article
Language:English
Subjects:
D-arabino-1,4-lactone
papulacandin
Spiroketal
α,β-unsaturated sulfones
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Summary:An efficient approach for the stereoselective construction of the spiroketal moiety of papulacandins, based on the condensation of the protected derivative of D-arabino-1,4-lactone 2 with the α-lithiated carbanion of β-phenylsulfonyl dihydrofuran 1, is described. Graphic
ISSN:0040-4020
1464-5416
DOI:10.1016/S0040-4020(99)00990-4