2.3 C—C Bond Formation Using Carbenes

Abstract

Transition-metal-catalyzed carbene C—H insertion has been developed as one of the most direct and effective methods for the construction of C—C bonds from C—H bonds. During the past two decades, a number of transition-metal-based catalytic systems have been established for asymmetric C—H functionalization via carbene insertion. Synthetically useful systems have been developed to functionalize C—H bonds in both intermolecular and intramolecular fashions. In this chapter, highly selective and practical catalytic systems for stereoselective C—H functionalization via catalytic carbene transfer are summarized. Literature reports are classified and discussed according to the type of C—H bond. This review focuses mainly on the issue of stereoselectivity, particularly on enantioselectivity.

Key words

asymmetric synthesis - C—H functionalization - transition-metal catalysis - diazo reagents - metal carbenes - dirhodium(II) complexes

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