De Novo Synthesis of Natural Products Via the Asymmetric Hydration of Polyenes
Overview
Affiliations
For the last ten years our group has been working toward the development of an asymmetric hydration approach to polyketide natural products based on the regioselective hydration of di- and tri-enoates. Key to the success of this approach is the recognition that both high regiocontrol and asymmetric induction could be obtained by the use of a Sharpless asymmetric dihydroxylation reaction. Herein we describe the development of the method and its application to natural product total synthesis.
Cunha V, ODoherty G, Lowary T Chemistry. 2024; 30(33):e202400886.
PMID: 38590211 PMC: 11168859. DOI: 10.1002/chem.202400886.
Total and Formal Syntheses of Fostriecin.
Dong G, Li B, ODoherty G Org Chem Front. 2020; 7(22):3608-3615.
PMID: 33184589 PMC: 7654735. DOI: 10.1039/d0qo01121e.
Wang Y, ODoherty G J Am Chem Soc. 2013; 135(25):9334-7.
PMID: 23750754 PMC: 3772640. DOI: 10.1021/ja404401f.
Convergent synthesis of deoxypropionates.
Diez P, Micalizio G Angew Chem Int Ed Engl. 2012; 51(21):5152-6.
PMID: 22488893 PMC: 3463508. DOI: 10.1002/anie.201200035.