The New Method for Introduction of an Allyl Group into the Angular Position of 2-(TBS-oxymethyl)-2,3,4,6,7,8-hexahydro-1-benzopyran-5-one and Its Application to Chiral Wieland-Miescher Type Compound Synthesis
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Accession number;05A0106840
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| Title;The New Method for Introduction of an Allyl Group into the Angular Position of 2-(TBS-oxymethyl)-2,3,4,6,7,8-hexahydro-1-benzopyran-5-one and Its Application to Chiral Wieland-Miescher Type Compound Synthesis |
| Author;
HIROYA K
(Tohoku Univ., Sendai, Jpn)
TAKAHASHI T
(Tohoku Univ., Sendai, Jpn)
SHIMOMAE K
(Tohoku Univ., Sendai, Jpn)
SAKAMOTO T
(Tohoku Univ., Sendai, Jpn)
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Journal Title;Chem Pharm Bull
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Journal Code:G0504A
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ISSN:0009-2363
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VOL.53;NO.2;PAGE.207-213(2005)
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| Figure&Table&Reference;FIG.6, TBL.1, REF.24 |
| Pub. Country;Japan |
| Language;English |
| Abstract;The stereoselective introduction of an allyl group into the angular position of 2-(TBS-oxymethyl)-2,3,4,6,7,8-hexahydro-1-benzopyran-5-one was accomplished using Birch reduction and an enolate trapping reaction. It was determined that the allyl group was introduced via an unexpected conformation-flipped from the initially formed one. Two diastereomeric Wieland-Miescher type compounds, having the allyl group at the angular position, were synthesized as optically pure forms. (author abst.) |
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