Formal enantioselective synthesis of nhatrangin A?
Organic & Biomolecular Chemistry Pub Date: 2020-02-19 DOI: 10.1039/C9OB02639H
Abstract
A new and straightforward synthesis of the C1–C7 core fragment of nhatrangin A was achieved in 14 steps from achiral 3-hydroxybenzaldehyde, without the need of chiral reagents or enzymatic resolution to introduce the chiral centers. The key asymmetric steps include in particular a highly enantioselective organocatalyzed Michael addition on an aryl vinyl ketone, a Sharpless asymmetric epoxidation and a subsequent regioselective ring opening of the resulting chiral epoxide. This work represents the first formal enantioselective synthesis of nhatrangin A.
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Journal Name：Organic & Biomolecular Chemistry
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CAS no.: 89640-58-4
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