A Unified Synthetic Approach to Polyketides Having Both Skeletal and Stereochemical Diversity

Overview

Journal Org Lett

Publisher American Chemical Society

Specialties Biochemistry
Chemistry

Date 2007 Apr 19

PMID 17439132

Citations 13

Authors

Shiying Shang

Hayato Iwadare

Daniel E Macks

Lisa M Ambrosini

Derek S Tan

Affiliations

Soon will be listed here.

Abstract

An efficient systematic approach to the diversity-oriented synthesis of polyketides has been developed to provide both skeletal and stereochemical diversity. Each synthetic intermediate is also a desired polyketide fragment and no protecting group manipulations are required. A first-generation synthesis provides a 74-membered polyketide library comprising six different skeletal classes, each in one to five steps from propargylic alcohol precursors. A study of epoxyol opening reactions revealed unusual reactivity trends based on epoxide configuration.

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