源自对映体纯的3,6-二氢-2H-1,2-恶嗪的新型多羟基化吡咯烷。
New polyhydroxylated pyrrolidines derived from enantiopure 3,6-dihydro-2H-1,2-oxazines.
作者信息
Pulz Robert, Al-Harrasi Ahmed, Reissig Hans-Ulrich
机构信息
Institut für Chemie - Organische Chemie, Freie Universität Berlin, Takustrasse 3, D-14195 Berlin, Germany.
出版信息
Org Lett. 2002 Jul 11;4(14):2353-5. doi: 10.1021/ol0260573.
PMID:12098245
Abstract
[reaction: see text] Diastereoselective hydroborations of enantiopure 3,6-dihydro-2H-1,2-oxazines led to dihydroxy-substituted 1,2-oxazines. Samarium diiodide-induced N-O bond cleavage generated 1,4-amino alcohols which were recyclized to polyhydroxylated pyrrolidines which are potential glycosidase inhibitors.
摘要
[反应：见正文] 对映体纯的3,6-二氢-2H-1,2-恶嗪的非对映选择性硼氢化反应生成了二羟基取代的1,2-恶嗪。二碘化钐引发的N-O键断裂生成了1,4-氨基醇，其可再环化生成多羟基化的吡咯烷，这些吡咯烷是潜在的糖苷酶抑制剂。
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