Asymmetric Synthesis of Adamantyl GABA Analogues
Keyword(s):
An efficient synthesis of (R)- and (S)-4-amino-3-(adamant-1-yl)butyric acids and (R)- and (S)-4-(adamant-1-yl)pyrrolidin-2-ones is presented. The synthetic strategy is based on asymmetric Michael addition of diethyl malonate to 1-(adamant-1-yl)-2-nitroethene using available Ni(II) complex as the catalyst. The procedures provide good to high enantioselectivity of Michael addition to sterically hindered nitroalkene and good yields of (R)- and (S)-enantiomers of 3-adamantyl substituted GABA.
2019 ◽
2019 ◽
2016 ◽
Vol 14
(24)
◽
pp. 5494-5499
◽
Keyword(s):
2007 ◽
Vol 62
(1)
◽
pp. 117-120
◽
Keyword(s):
Keyword(s):
1992 ◽
Vol 114
(21)
◽
pp. 8295-8296
◽