820967-79-1Relevant academic research and scientific papers
Total synthesis of the marine alkaloid halichlorine: Development and use of a general route to chiral piperidines
Liu, Dazhan,Acharya, Hukum P.,Yu, Maolin,Wang, Jian,Yeh, Vince S. C.,Kang, Shunzhen,Chiruta, Chandramouli,Jachak, Santosh M.,Clive, Derrick L. J.
supporting information; experimental part, p. 7417 - 7428 (2010/02/17)
(Chemical Equation Presented) The total synthesis of the marine alkaloid halichlorine is described, based on an approach that involves constructing the fully substituted asymmetric center at an early stage. The five-membered ring is formed by 5-exo-trig r
Synthesis of a spirocyclic amine related to the marine natural products halichlorine and pinnaic acid
Clive, Derrick L. J.,Wang, Jian,Yu, Maolin
, p. 2853 - 2855 (2007/10/03)
The bis-ester 5 was elaborated into tricyclic lactam 8, which has previously been converted into the spirotricyclic amine 9, a compound that represents a large portion of the marine natural product halichlorine.
Synthesis of the substituted spiro segment of halichlorine - Use of radical cyclization and stereospecific cuprate addition to an α,β-unsaturated lactam
Yu, Maolin,Clive, Derrick L. J.,Yeh, Vince S.C.,Kang, Shunzhen,Wang, Jian
, p. 2879 - 2881 (2007/10/03)
Radical cyclization (26a,b→27a,b+28) and cuprate addition (28→31) were used as key steps to construct the spiro core 4 of halichlorine.
