73541-95-4Relevant articles and documents
Preparation of lactones
-
, (2008/06/13)
7-Substituted lower alkyl hept-6-enoates and 4-hydroxytetrahydropyran-2-ones bearing 6-olefinic substituents (e.g.,) ethyl erythro-3,5-dihydroxy-7-phenyl-hept-6-enoates are prepared by a multi-step process. The process involves 3-protected-lower alkyl 3,5
A Highly Convergent Total Synthesis of (+)-Compactin
Keck, Gary E.,Kachensky, David F.
, p. 2487 - 2493 (2007/10/02)
An intramolecular Diels-Alder approach to the construction of (+)-compactin is described.Alkylation of the lithium enolate of (acetylmethylene)triphenylphosphorane with the tosylate of allenic alcohol 15 affords phosphorane 16, which condenses with aldehyde 6 (prepared from tri-O-acetyl-D-glucal) to afford enone 3.Intramolecular Diels-Alder reaction, reduction with lithium tri-sec-butylborohydride, and acylation with (S)-(+)-2-methylbutyric anhydride yields a chromatographically separable mixture of diastereomers; conversion to compactin was accomplished by acid hydrolysis followed by oxidation.
4-trisubstituted silyl protected hydroxy-6-oxo-tetrahydropyran-2-yl-aldehyde intermediates
-
, (2008/06/13)
6-trans-indol-2-yl-ethenyl)-4-hydroxy-tetrahydro-2H-pyran-2-ones of formula I are obtained by a multi-step reaction involving the procedure: STR1 wherein p1 is trisubstituted silyl protective group, and Z is a 2-indolyl radical which may be bea
(Tetrahydropyran-2-yl)-aldehydes
-
, (2008/06/13)
Single enanitiomers of 6-(2-hydrocarbyl-substituted ethenyl)-bearing, 4-hydroxy tetrahydro-2H-pyran-2-ones, e.g., 6α-[2-(2-methyl-1-naphthyl)ethenyl]-3,4,5,6-tetrahydro-4β-hydroxy-2H-pyran-2-one (4R,6S) are obtained by a multi-step process which includes