The enantiospecific total synthesis of (+)‐3‐epi‐epohelmin was accomplished by rapid construction of the pyrrolizidine core starting from enantiopure l‐pyroglutamic acid. The key reaction included a highly regio‐ and stereoselective intramol...
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https://www.riss.kr/link?id=O120793970
2017년
-
1434-193X
1099-0690
SCI;SCIE;SCOPUS
학술저널
3917-3920 [※수록면이 p5 이하이면, Review, Columns, Editor's Note, Abstract 등일 경우가 있습니다.]
0
상세조회0
다운로드다국어 초록 (Multilingual Abstract)
The enantiospecific total synthesis of (+)‐3‐epi‐epohelmin was accomplished by rapid construction of the pyrrolizidine core starting from enantiopure l‐pyroglutamic acid. The key reaction included a highly regio‐ and stereoselective intramol...
The enantiospecific total synthesis of (+)‐3‐epi‐epohelmin was accomplished by rapid construction of the pyrrolizidine core starting from enantiopure l‐pyroglutamic acid. The key reaction included a highly regio‐ and stereoselective intramolecular cyclopropanation reaction, regioselective ring opening of a nitrogen‐substituted donor–acceptor cyclopropane, stereoselective reduction of a ketone, chemoselective organolithium addition to a Weinreb amide, and chemoselective oxidation of an allylic alcohol.
An enantiospecific total synthesis of (+)‐3‐epi‐epohelmin is described by using a nitrogen‐substituted donor–acceptor (D–A) cyclopropane. The chiral cyclopropane is prepared by highly diastereoselective intramolecular cyclopropanation of a vinylogous carbamate. Regioselective ring opening of the D–A cyclopropane and further utilization of the ring‐opened product gives 3‐epi‐epohelmin A.
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