130697-07-3Relevant academic research and scientific papers
A Formal Synthesis of Aplasmomycin. Assembly of the C3-C17 Segment Based on Remote Controlled Asymmetric Reductions
Matsuda, Fuyuhiko,Tomiyosi, Nobuya,Yanagiya, Mitsutoshi,Matsumoto, Takeshi
, p. 2097 - 2100 (1987)
The C3-C17 segment of a boron containig ionophoric antibiotic aplasmomycin (1), the key intermediate in Corey's total synthesis of 1, was stereoselectively synthesized in an optically active form through remote controlled asymmetric reductions.
A FORMAL SYNTHESIS OF APLASMOMYCIN. ASSEMBLY OF THE C3-C17 SEGMENT BASED ON 1,3- AND 1,5- ASYMMETRIC REDUCTIONS
Matsuda, Fuyuhiko,Tomiyoshi, Nobuya,Yanagiya, Mitsutoshi,Matsumoto, Takeshi
, p. 3469 - 3488 (2007/10/02)
The C3 - C17 segment of a boron containing ionophoric antibiotic aplasmomycin (1), the key intermediate in Corey's total synthesis of 1, was stereoselectively synthesized in an optically active form.This synthesis involved stereoselective construction of the two segments, (+)-dithiane 3 (C3-C11) and (+)-aldehyde 4 (C12-C17), based on remote controlled asymmetric reductions of the corresponding ketones as key steps and connection of 3 and 4 through the trans-double bond to elaborate the (+)-dithiane 2 (C3-C17), the key intermediate in Corey's total synthesis of 1.
