A Short Synthesis of (S)-5-Hydroxy-2-penten-4-olide from D-Mannitol via 2,3-O-Isopropylidene-D-glyceraldehyde

A Short Synthesis of (S)-5-Hydroxy-2-penten-4-olide from D-Mannitol via 2,3-O-Isopropylidene-D-glyceraldehyde
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D-甘露醇经2,3-O-异丙叉-D-甘油醛简短合成(S)-5-羟基-2-戊烯-4-内酯

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发表时间:
1987
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通讯作者:
V. Jäger
V. Jäger
中科院分区:
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文献类型:
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作者:
Brigitte Häfele;V. Jäger

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以d-甘露醇双(丙酮)(1)为起始原料,经d-甘油醛丙酮(2),经z -选择性Wittig反应、酸催化内酯化、结晶三步合成(S)-5-羟基-2-戊烯-4-烯烃(5),总收率为40%。
(S)-5-Hydroxy-2-penten-4-olide (5) was synthesized in three steps starting from D-mannitol bis(acetonide) (1), via D-glyceraldehyde acetonide (2) by Z-selective Wittig reaction, acid-catalyzed lactonization and crystallization with a total yield of 40%.