Issue 7, 2012
From the journal:

Organic & Biomolecular Chemistry

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

Long Huang,a   Yin Weib  and  Min Shi*ab  

* Corresponding authors

a Key Laboratory for Advanced Materials and Institute of Fine Chemicals, East China University of Science and Technology, 130 Mei Long Road, Shanghai, China

b State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Lu, Shanghai, China
E-mail: Mshi@mail.sioc.ac.cn
Fax: +86-21-64166128

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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Article information

DOI
https://doi.org/10.1039/C1OB06671D
Article type
Paper
Submitted
03 Oct 2011
Accepted
03 Nov 2011
First published
17 Nov 2011

Org. Biomol. Chem., 2012,10, 1396-1405

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

L. Huang, Y. Wei and M. Shi, Org. Biomol. Chem., 2012, 10, 1396 DOI: 10.1039/C1OB06671D

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