Enantioselective synthesis of aspergillide B.

نویسندگان

  • Tomohiro Nagasawa
  • Shigefumi Kuwahara
چکیده

The enantioselective synthesis of aspergillide B, a 14-membered macrocyclic cytotoxin, was achieved in a 49% yield via 7 steps from a synthetic intermediate of aspergillide C. The spectroscopic data and specific rotation value for the synthetic material matched those of natural aspergillide B.

برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

ثبت نام

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

منابع مشابه

A carbohydrate approach for the formal total synthesis of (−)-aspergillide C

An enantioselective formal total synthesis of aspergillide C is accomplished using commercially available tri-O-acetyl-D-galactal employing a Ferrier-type C-glycosylation, utilizing a Trost hydrosilylation and protodesilylation as key reactions.

متن کامل

Chemoenzymatic Enantioselective Formal Synthesis of (-)-Gephyrotoxin-223

(-)-Gephyrotoxin-223 was formally synthesized from chiral synthon 1 which has been chemoenzymatically synthesized  in the presence  of Candida Antartica lipase.        

متن کامل

Ultrasonic Irradiation Assisted Enantioselective Synthesis of Alzheimer’s Disease Drug Rivastigmine Tartrate by Using Nanocatalyst

A highly efficient and convenient procedure for the enantioselective synthesis of (S)-Rivastigmine tartrate, a cholinergic agent for the treatment of mild to moderate dementia of the Alzheimer’s disease, is accomplished by the treatment of versatile, readily accessible N-Ethyl-N-methyl carbamoyl chloride with 3-hydroxyacetophenone under ultrasonic irradiation in presence of nano-K2CO3 were repo...

متن کامل

Three-component procedure for the synthesis of new chiral spirooxindolopyrrolizidines via catalytic highly enantioselective 1,3-dipolar cycloaddition

The catalytic highly regio-, diastereo-, and enantioselective synthesis of a small library of spiropyrrolizidineoxindolesvia a four-component 1,3-dipolar cycloaddition reaction of azomethine ylides, derived from isatin, with electron-deficient dipolarophilewas described. The process occurs at room temperature in aqueous ethanol as a green solvent and in the presence of a bidendatebis(imine)–Cu(...

متن کامل

Three-Component Procedure for the Synthesis Chiral Spirooxindolopyrrolizidines via Catalytic Highly Enantioselective 1,3-Dipolar Cycloaddition of Azomethineylides and 3-(2-Alkenoyl)-1,3-Oxazolidin-2-ones

The catalytic highly regio-, diastereo-, and enantioselective synthesis of a small library of spiropyrrolizidineoxindolesvia a four-component 1,3-dipolar cycloaddition reactionof azomethineylides, derived from isatin, with electron-deficient dipolarophilewas described. The process occurs at room temperature in aqueous ethanol as a green solvent and in the presence of a bidendatebis(imi...

متن کامل

ذخیره در منابع من


  با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید

برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

ثبت نام

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

عنوان ژورنال:
  • Bioscience, biotechnology, and biochemistry

دوره 73 8  شماره 

صفحات  -

تاریخ انتشار 2009