Asymmetric substitutions of O-Boc-protected Morita–Baylis–Hillman adducts with pyrrole and indole derivatives?

Organic & Biomolecular Chemistry Pub Date: 2011-11-17 DOI: 10.1039/C1OB06671D

Abstract

An efficient asymmetric substitution process of O-Boc-protected Morita–Baylis–Hillman adducts with various pyrrole and indole derivatives has been developed in the presence of (DHQD)2PYR in THF, affording the corresponding products in good to high yields (up to 99% yield) and moderate to high ee values (up to 92 and 96% ee) under mild conditions.

Graphical abstract: Asymmetric substitutions of O-Boc-protected Morita–Baylis–Hillman adducts with pyrrole and indole derivatives
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