Synthesis of enantiomerically pure tributylstannylcyclopropanes through lipase-catalyzed reaction

Synthesis of optically active cyclopropylstannanes was accomplished through two synthetic pathways using lipase-catalyzed reaction. A direct resolution of racemic hydroxyl cyclopropylstannanes using PCL or LPL and a converting method from optically pure vinylstannanes. They were prepared via PCL-catalyzed reaction, and afforded five types of optically pure new tributylstannylcyclopropanes. Synthesis of an optically active biscyclopropane has also been demonstrated via palladium-catalyzed homocoupling reaction of tributylstannylcyclopropane. (C) 1998 Elsevier Science Ltd. All rights reserved.