1393113-00-2Relevant academic research and scientific papers
A facile, versatile, and mild morita-baylis-hillman-type reaction for the modular one-pot synthesis of highly functionalized MBH adducts
Sousa, Bruno A.,Dos Santos, Alcindo A.
, p. 3431 - 3436 (2012)
Morita-Baylis-Hillman derivatives have been extensively investigated as intermediates in the preparation of important classes of compounds. However, there are intrinsic limitations regarding the structure of the Michael electrophile acceptors, the aldehydes, and the catalysts. Therefore, this transformation has several drawbacks, including, for example, its long reaction times. Herein we present a simple, general, fast, and high-yielding protocol for the one-pot synthesis of Morita-Baylis-Hillman derivatives. Our approach is driven by a lithium selenolate Michael/aldol operation with concomitant O-functionalization/selenoxide elimination cascade sequences. Here we describe a one-pot, fast, and high-yielding methodology for the synthesis of different Morita-Baylis-Hillman derivatives by a four-component cascade reaction. The cascade is based on a Michael/aldol/O-functionalization/selenoxide elimination sequence. This protocol completely avoids the manipulation of selenium species with an unpleasant odor.
