Organotetrel compounds are important reagents with broad applications in chemical industries and natural product synthesis. This review provides a summary of strategies for the synthesis of propargylic and allenic organotetrels in their enantioenriched forms. It details strategies of stereoinduction, features and scope of synthetic approaches, and mechanistic insights into key transformations.

Abstract

Enantioenriched propargylic and allenic derivatives of silicon, germanium, and tin are versatile building blocks for stereoselective synthesis. Consequently, considerable efforts toward their efficient and selective synthesis have been made, both through classical approaches for chirality transfer and catalytic enantioselective strategies that employ the latest developments in transition metal catalysis, organocatalysis, and photoredox catalysis. In this review, we survey broadly applicable synthetic strategies and discuss the scope and mechanistic details for specific protocols that afford these compounds in a regio- and stereoselective manner.