Synthesis of C14-C21 acid fragments of cytochalasin Z8 via anti-selective aldol condensation and B-alkyl Suzuki-Miyaura cross-coupling

Weiwei Han

doi:10.1039/c7ra13391j

Synthesis of C14-C21 acid fragments of cytochalasin Z₈ via anti-selective aldol condensation and B-alkyl Suzuki-Miyaura cross-coupling

RSC Adv. 2018 Jan 22;8(7):3899-3902. doi: 10.1039/c7ra13391j. eCollection 2018 Jan 16.

Author

Weiwei Han^{1

2}

Affiliations

¹ College of Chemistry and Chemical Engineering, Xi'an Shiyou University Xi'an 710065 P. R. China vivien2014@xsyu.edu.cn +86-29-88382703.
² Laboratory of Asymmetric Catalysis and Synthesis, Department of Chemistry, Zhejiang University Hangzhou 310027 P. R. China.

Abstract

An efficient synthesis of the C14-C21 acid fragment of cytochalasin Z₈ was accomplished in 10 steps with 14% overall yield. Boron-mediated anti-selective aldol condensation and Pd(OAc)₂-Aphos-Y-catalysed B-alkyl Suzuki-Miyaura cross-coupling were employed to construct the requisite C17 and C18 stereogenic centres and alkene subunit.