TY - JOUR T1 - Studies directed toward the total synthesis of nannocystin A JF - ChemistrySelect Y1 - 2022 A1 - Nomula, Rajesh A1 - Pratapure, Madhukar S. A1 - Kontham, Ravindar KW - amidation KW - Depsipeptide KW - Evans aldol reaction KW - Macrocycle KW - Nannocystins AB -

A full account of our efforts directed toward the stereoselective total synthesis of nannocystin A, a macrocyclic myxobacterial metabolite, is presented. In this endeavor, we have attempted two distinct synthetic routes to access polyketide fragment (C1-C11) of macrocyclic depsipeptide (21-membered) natural product from readily accessible building blocks 1,3-propanediol and benzaldehyde employing Evans aldol, CBS reduction, Heck cross-coupling, and Sharpless asymmetric epoxidation as key transformations. Ultimately, accomplished the synthesis of the complete skeleton (21-membered precursor for macrocyclic depsipeptide) of the nannocystin A possessing desired stereochemistry and functional groups.

VL - 7 IS - 42 U3 -

Foreign

U4 -

2.307

ER -