5-羧基-2-氮杂双环[2.1.1]己烷作为5-卤代、氨基、苯基和2-甲氧羰基乙基甲基吡咯烷的前体。

5-Carboxy-2-azabicyclo[2.1.1]hexanes as precursors of 5-halo, amino, phenyl, and 2-methoxycarbonylethyl methanopyrrolidines.

作者信息

Krow Grant R, Huang Qiuli, Lin Guoliang, Centafont Ryan A, Thomas Andrew M, Gandla Deepa, Debrosse Charles, Carroll Patrick J

机构信息

Department of Chemistry, Temple University, Philadelphia, Pennsylvania 19122, USA.

出版信息

J Org Chem. 2006 Mar 3;71(5):2090-8. doi: 10.1021/jo052506b.

DOI:10.1021/jo052506b

PMID:16496997

Abstract

Novel 5-X-substituted-2-azabicyclo[2.1.1]hexanes (X = 5-syn-Cl, -Br, -I, -Ph, -NHCOOR (R = Me, Bn, t-Bu), -CH2CH2COOMe and X = 5-anti-Br, -I, -Ph) were synthesized from the X = 5-syn-carboxy derivative. New 5-anti-X-2-azabicyclo[2.1.1]hexanes, X = NHCOOR (R = Me, Bn), were prepared stereoselectively from the X = 5-anti-carboxy substrate.

摘要

新型5-X-取代-2-氮杂双环[2.1.1]己烷（X = 5-顺式-Cl、-Br、-I、-Ph、-NHCOOR（R = Me、Bn、t-Bu）、-CH₂CH₂COOMe）以及X = 5-反式-Br、-I、-Ph是由X = 5-顺式-羧基衍生物合成的。新型5-反式-X-2-氮杂双环[2.1.1]己烷，X = NHCOOR（R = Me、Bn），是从X = 5-反式-羧基底物立体选择性制备的。