功能化手性四氢吡啶的“多样性导向合成”：通过连续的贝利斯-希尔曼反应和关环复分解反应从天然氨基酸合成潜在的γ-氨基丁酸受体激动剂和氮杂糖
"Diversity oriented synthesis" of functionalized chiral tetrahydropyridines: potential GABA receptor agonists and azasugars from natural amino acids via a sequential Baylis-Hillman reaction and RCM protocol.
作者信息
Krishna Palakodety Radha, Reddy P Srinivas
机构信息
D-206/B, Discovery Laboratory, Organic Chemistry Division III, Indian Institute of Chemical Technology, Hyderabad 500 007, India.
出版信息
J Comb Chem. 2008 May-Jun;10(3):426-35. doi: 10.1021/cc700171p. Epub 2008 Apr 15.
PMID:18410150
Abstract
The preparation of chiral tetrahydropyridine-4-carboxylates as isoguvacine analogues and azasugars with a tertiary stereocenter from L-amino acids via diastereoselective a Baylis-Hillman reaction of N-allyl-Boc alpha-aminal, followed by ring-closing metathesis and dihydroxylation sequences, is reported.
摘要
报道了通过N-烯丙基-Boc α-氨基醛的非对映选择性贝利斯-希尔曼反应，从L-氨基酸制备手性四氢吡啶-4-羧酸酯作为异古豆碱类似物和具有叔立体中心的氮杂糖，随后进行闭环复分解和二羟基化序列。
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