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- W2012133716 abstract "Abstract Allyl 4‐ C ‐[(carboxamido)‐ and (ethoxycarbonyl)methyl]hex‐2‐enopyranosides 18a – c , representing chiral precursors for the carbohydrate‐based construction of the ring systems of thromboxane A 2 and B 2 were prepared by means of the Claisen‐type rearrangement of the suitably substituted hex‐3‐enopyranosides 7a, b . The latter sugars were synthesized from allyl α‐D‐glucopyraoside ( 9 ) by modification of known procedures, including selective O ‐benzoylation with 1‐(benzoyloxy)‐1 H ‐benzotriazole ( 11 ), and Tipson‐Cohen sulfonyl ester elimination of the 3,4‐di‐ O ‐mesylates 16 and 17 . Studies on the corresponding methyl glycosides 8a – c showed a reduced stability of the 6‐ O ‐( tert ‐butyldiphenylsilyl) ether group under the Tipson‐Cohen reaction conditions." @default.
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- W2012133716 date "1990-08-13" @default.
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- W2012133716 title "En route to thromboxane compounds from carbohydrates, I. Synthesis of the unsaturated sugar precursors" @default.
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- W2012133716 doi "https://doi.org/10.1002/jlac.1990199001143" @default.
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