Enantioselective synthetic method for alpha-alkylserine via phase-transfer catalytic alkylation of 2-phenyl-2-oxazoline-4- carbonylcamphorsultam.

Enantioselective synthetic method for alpha-alkylserine via phase-transfer catalytic alkylation of 2-phenyl-2-oxazoline-4- carbonylcamphorsultam.
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2-苯基-2-恶唑啉-4-羰基樟脑内酰胺相转移催化烷基化对映选择性合成α-烷基丝氨酸的方法

DOI:
10.1021/jo050197j
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发表时间:
2005
期刊:
The Journal of organic chemistry
影响因子:
--
通讯作者:
S. Jew
S. Jew
中科院分区:
--
文献类型:
--
作者:
Jihye Lee;Yeon;Myoung Joo Kang;Yeon;Byeong;Jeong;Mi‐jeong Kim;J. Choi;J. Ku;Hyeung‐geun Park;S. Jew

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[反应:见正文]2-苯基-2-恶唑啉-4-羰基樟脑磺酰胺(4a)相转移催化烷基化合成α-烷基丝氨酸的对映选择性合成方法。在-78℃的相转移催化下,P2-Et催化4a的α-烷基化反应得到α-烷基化反应(75~约99%,90~约97%De),很容易被水解成α-烷基丝氨酸。
[reaction: see text] An enantioselective synthetic method for alpha-alkylserines by the phase-transfer catalytic alkylation of 2-phenyl-2-oxazoline-4-carbonylcamphorsultam (4a) was developed. The phase-transfer catalytic alpha-alkylation of 4a using P2-Et at -78 degrees C gave alpha-alkylation (75 to approximately 99%, 90 to approximately 97% de), which could be easily hydrolyzed to alpha-alkylserines.