Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5212693 | Tetrahedron | 2017 | 10 Pages |
Abstract
A stereoselective synthesis of the C1-C14 fragment of thiomarinols is disclosed. The key steps include the stereoselective preparation of an allylic sulfide via a chloro sulfide by 1,2-asymmetric induction, ring-closing metathesis reaction, Kirmse-Doyle reaction for the preparation of a γ,δ-unsaturated ester, Nozaki-Hiyama-Kishi coupling and Julia-Kocienski olefination reaction. Substrate controlled asymmetric induction has been advantageously employed for the creation of stereogenic centers. Noyori transfer hydrogenation and asymmetric hydrogenation reactions have been utilized for the creation of carbinol stereocenters.
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Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Sadagopan Raghavan, Anil Ravi,