Synthesis of 3-and 5-endo-(6-chloro-3-pyridoxy)-methyl-2-azabicyclo[2.2.0]hexane and 3-endo-(6-chloro-3-pyridoxy)-methyl-2-azabicyclo[2.2.0]hex-5-ene. ABT-594 analogs
Krow, GR; Yuan, J; Fang, YH; Meyer, MD; Anderson, DJ; Campbell, JE; Carroll, PJ
| HERO ID | 7736608 |
|---|---|
| In Press | No |
| Year | 2000 |
| Title | Synthesis of 3-and 5-endo-(6-chloro-3-pyridoxy)-methyl-2-azabicyclo[2.2.0]hexane and 3-endo-(6-chloro-3-pyridoxy)-methyl-2-azabicyclo[2.2.0]hex-5-ene. ABT-594 analogs |
| Authors | Krow, GR; Yuan, J; Fang, YH; Meyer, MD; Anderson, DJ; Campbell, JE; Carroll, PJ |
| Journal | Tetrahedron |
| Volume | 56 |
| Issue | 47 |
| Page Numbers | 9227-9232 |
| Abstract | Stereoselective photochemical ring closure of a 2-hydroxymethyl-1,2-dihydropyridine has been utilized for the syntheses of 3-endo-(6-Cl-3-pyridoxy)-methyl-2-azabicyclo[2.2.0]hex-5-ene and hexane analogs of the nicotinic acetylcholine receptor agonist ABT-594. The photochemical ring closure of a 4-hydroxymethyl-1,2-dihydropyridine has been utilized in the preparation of 5-endo-(6-chloro-3-pyridoxy)-methyl-2-azabicyclo[2.2.0]hexane. (C) 2000 Elsevier Science Ltd. |
| Doi | 10.1016/S0040-4020(00)00897-8 |
| Wosid | WOS:000165397500007 |
| Is Certified Translation | No |
| Dupe Override | No |
| Comments | Scopus URL: https://www.scopus.com/inward/record.uri?eid=2-s2.0-0034680681&doi=10.1016%2fS0040-4020%2800%2900897-8&partnerID=40&md5=bfac4b6dba2cb23a6792eb168346505f |
| Is Public | Yes |
| Language Text | English |
| Keyword | Mitsunobu reaction; Grignard reagent; stereocontrol; bicyclic heterocyclic compounds |