Asymmetric Total Synthesis of (－)-Cephalotaxine
نویسندگان
چکیده
منابع مشابه
A formal total synthesis of (-)-cephalotaxine.
A formal total synthesis of (-)-cephalotaxine (1) has been achieved. The key step is an intramolecular aldol condensation of the diketone 9, which in turn was obtained in three steps from the azabicyclic compound 6 derived from D-proline according to Seebach's procedure. Treatment of 9 with a catalytic amount of sodium 2-methyl-2-butanolate in benzene at room temperature gave the alpha, beta-un...
متن کاملA Formal Total Synthesis of (2)-Cephalotaxine
thesis of cephalotaxine (1), the major alkaloid of the Cephalotaxus species, because of its unique structural features and antileukemic activity of its ester derivatives, harringtonine (2) and homoharringtonine (3). So far, eight total syntheses of (6)-1 including ours have been reported and the synthesis of (2)-1 has recently been achieved by Mori’s and Nagasaka’s groups. As a part of our own ...
متن کاملAsymmetric total synthesis of (+)-swainsonine.
A concise asymmetric synthesis of (+)-swainsonine (ent-1) is described starting from 2, which was readily prepared from commercially available l-glutamic acid. The method features installation of the indolizidine ring via an intramolecular cyclisation of α-sulfinyl carbanion as a key step. (+)-Swainsonine was obtained in 11.8% overall yield in 10 steps.
متن کاملAsymmetric total synthesis of (-)-isolaurallene.
Medium-ring ethers of various structural types have been isolated from marine organisms.1 While medium-ring ethers such as the ladder ether toxins have important implications with regard to their biological impact, it is the exquisite structures of naturally occurring medium-ring ethers that has provoked the imagination of synthetic chemists. Because eight-membered cyclic ethers are more preval...
متن کاملAsymmetric total synthesis of pyranicin.
The asymmetric total synthesis of pyranicin (1) is reported. The butenolide ring was constructed via an asymmetric alkylation/ring-closing metathesis strategy. The three stereocenters in the left-hand tetrahydropyran ring were installed by sequential chiral auxiliary-mediated aldol reactions. Closure of the tetrahydropyran and fusion of the alkyl backbone were affected via a sequential ring-clo...
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
ژورنال
عنوان ژورنال: Chinese Journal of Organic Chemistry
سال: 2017
ISSN: 0253-2786
DOI: 10.6023/cjoc201705025