Organometallics

Synthesis and properties of pinanediol. alpha.-amido boronic esters

DS Matteson, PK Jesthi, KM Sadhu

Index: Matteson, Donald S.; Jesthi, Pradipta K.; Sadhu, Kizhakethil M. Organometallics, 1984 , vol. 3, p. 1284 - 1288

Full Text: HTML

Citation Number: 99

Abstract

The use of (+)-pinanediol as the chiral directing group for the synthesis of several a (R)-a- amido boronic esters and acids, which are boronic acid analogues of N-acyl-L-amino acids, has been explored. RBOzPin (Pin= cis-pinane-2, 3-diyl) was homologated to (S)- RCHC1B02Pin, which was converted to (R)-RCH-(NHAc) B02Pin and, for R= isopropyl, to (R)-RCH (NHCOAC) B (OH)~ by previously reported methods. Where R= isobutyl, methyl, ...