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Journal of Organic Chemistry

Volumn 76, Issue 3, 2011, Pages 840-845

Total asymmetric syntheses of β-hydroxy-δ-lactones via umpolung with sulfur dioxide

(5) Exner, Claudia J a Laclef, Sylvain a Poli, Florent a Turks, Maris b Vogel, Pierre a

a EPFL (Switzerland)

b RIGA TECHNICAL UNIVERSITY (Latvia)

Author keywords

[No Author keywords available]

Indexed keywords

ASYMMETRIC SYNTHESIS; POLYKETIDES; REDUCTION METHOD; UMPOLUNG;

CARBOXYLATION; OLEFINS; SULFUR;

SULFUR DIOXIDE;

1 (1 PHENYLETHOXY)PENTA 1,3 DIEN 3 YL CARBOXYLATE DERIVATIVE; 4 HYDROXY 6 ISOPROPYL 3,5 DIMETHYLTETRAHYDRO 2H PYRAN 2 ONE; 6 ETHYL 4 HYDROXY 3,5 DIMETHYLTETRAHYDRO 2H PYRAN 2 ONE; BETA HYDROXY DELTA LACTONE DERIVATIVE; CARBOXYLIC ACID DERIVATIVE; ENOXYSILANE DERIVATIVE; LACTONE DERIVATIVE; POLYKETIDE; POLYPROPIONATE DERIVATIVE; PRELACTONE B; PRELACTONE E; PROPIONIC ACID DERIVATIVE; SILANE DERIVATIVE; SULFUR DIOXIDE; UNCLASSIFIED DRUG;

ALDOL REACTION; ALLYLATION; ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CHEMICAL STRUCTURE; CRYSTAL STRUCTURE; DIELS ALDER REACTION; ENANTIOMER; ONE POT SYNTHESIS; PROTON NUCLEAR MAGNETIC RESONANCE; REDUCTION; STEREOCHEMISTRY;

ALKADIENES; LACTONES; MAGNETIC RESONANCE SPECTROSCOPY; MOLECULAR STRUCTURE; STEREOISOMERISM; SULFUR DIOXIDE;

EID: 79851493437 PISSN: 00223263 EISSN: 15206904 Source Type: Journal
DOI: 10.1021/jo102035d Document Type: Article

Times cited : (8)

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- Compound 25 may be obtained with a better diastereomeric ratio of 5:1 using the tert-butyric ester of diene (S)-14 ((1E,3Z)-2-methyl-1-((S)-1- phenylethoxy)penta-1,3-dien-3-yl pivalate). See also ref 20
- Compound 25 may be obtained with a better diastereomeric ratio of 5:1 using the tert-butyric ester of diene (S)-14 ((1E,3Z)-2-methyl-1-((S)-1- phenylethoxy)penta-1,3-dien-3-yl pivalate). See also ref 20.

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- See Supporting Information.

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* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.