Total Synthesis of (-)- and (+)-Tedanalactam

被引:24
作者
Majik, Mahesh S. [1 ]
Parameswaran, Perunninakulath S. [2 ]
Tilve, Santosh G. [1 ]
机构
[1] Goa Univ, Dept Chem, Taleigao Plateau 403206, Goa, India
[2] Natl Inst Oceanog, Panaji 403004, Goa, India
关键词
OXIDATION-WITTIG REACTION; ASYMMETRIC DIHYDROXYLATION; PIPERIDINES; DISCOVERY; ACID;
D O I
10.1021/jo901143b
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The first stereoselective route providing access to both enantiomers of tedanalactam. a naturally occurring piperidone, has been developed. The stereogenic centers were generated by the use of Sharpless asymmetric dihydroxylation. Tandem oxidation-Wittig reaction and one-pot deprotection, lactamization, and oxirane ring formation are the other key elements.
引用
收藏
页码:6378 / 6381
页数:4
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